研究業績
2024
発表論文
- Kobayashi, T., Ohishi, S., Matsui, M., Hara, K., Hashimoto, H., Watanabe, K., Yoshioka, Y., Miyoshi, N. STyrosine phenol-lyase inhibitor quercetin reduces fecal phenol levels in mice. PNAS Nexus, in press.
https://academic.oup.com/pnasnexus
- Nakahara, M., Watanabe, S., Sato, M., Okumura, H., Kawatani, M., Osada, H., Hara, K., Hashimoto, H., Watanabe, K. Structural and functional analyses of inhibition of human dihydroorotate dehydrogenase by antiviral furocoumavirin. Biochemistry, in press.
https://pubs.acs.org/doi/full/10.1021/acs.biochem.4c00120
- Matsushita, T., Kishimoto, S., Hara, K., Hashimoto, H., Yamaguchi, H., Saito, Y., Watanabe, K. Functional enhancement of flavin-containing monooxygenase through machine learning methodology. ACS Catalysis, in press.
https://pubs.acs.org/doi/full/10.1021/acscatal.4c00826
- Uchiyama, H., Kudo, T., Yamaguchi, T., Obana, N., Watanabe, K., Abe, K., Miyazaki, H., Toyofuku, M., Nomura, N., Akeda, Y., Nakao, R. Mucosal adjuvanticity and mucosal booster effect of colibactin-depleted probiotic Escherichia coli membrane vesicles. Human Vaccines & Immunotherapeutics, in press.
https://www.tandfonline.com/doi/full/10.1080/21645515.2024.2337987
総説・解説
2023
発表論文
- Hayakawa, I., Isogai, T., Takanishi, J., Asai, S., Ando, C., Tsutsumi, T., Watanabe, K., Sakakura, A., Tsunematsu, Y. Synthesis and biological evaluation of coprinoferrin, an acylated tripeptide hydroxamate siderophore. Organic & Biomolecular Chemistry, in press.
https://pubs.rsc.org/en/journals/journalissues/ob#!recentarticles&adv
- Sato, M., Sakano, S., Nakahara, M., Tamura, Y., Hara, K., Hashimoto, H., Tang, Y., Watanabe, K. Uncommon arrangement of self-resistance allows biosynthesis of de novo purine biosynthesis inhibitor that acts as immunosuppressor. J. Am. Chem. Soc., 2023, 145, 26883–26889.
https://pubs.acs.org/doi/10.1021/jacs.3c09600
- Iwasaka, C., Ninomiya, Y., Nakagata,T., Nanri, H., Watanabe, D., Ohno, H., Tanisawa, K., Konishi, K., Murakami, H., Tsunematsu, Y., Sato, M., Watanabe, K., Miyachi, M. Association between physical activity and the prevalence of tumorigenic bacteria in the gut microbiota of Japanese adults: a cross-sectional study. Scientific Reports, in press.
https://www.nature.com/srep/
- Niwa, K., Ohashi, M., Xie, K., Chiang, C. Y., Jamieson, C. S., Sato, M., Watanabe, K., Liu, F., Houk, K. N., Tang, Y. Biosynthesis of polycyclic natural products from conjugated polyenes via tandem isomerization and pericyclic reactions. J. Am. Chem. Soc., 2023, 145, 13520–13525.
https://pubs.acs.org/doi/full/10.1021/jacs.3c02380
- Kato, M., Yamaguchi, M., Takahashi, R., Onoda, K., Yoshikawa, Y., Tsunematsu, Y., Sato, M., Yoshioka, Y., Igarashi, M., Hayakawa, S., Shoji, K., Shoji,Y., Ishikawa, T., Watanabe, K., Miyoshi, N. Non-target GC-MS analyses of fecal VOCs in NASH- hepatocellular carcinoma model STAM mice. Scientific Reports, in press.
https://www.nature.com/srep/collections?gclid=Cj0KCQjwj_ajBhCqARIsAA37s0wwnDOA8jEMSrzlfS1YPYMRnrRMAOLbDVfEueLVdYT44XO25hbVyigaAt_vEALw_wcB
- Zhou, T., Ando, T., Kudo, A., Sato, M., Miyoshi, N., Mutoh, M., Ishikawa, H., Wakabayashi, K., Watanabe, K. Screening method toward ClbP-specific inhibitors. Genes and Environment, in press.
https://genesenvironment.biomedcentral.com/articles/10.1186/s41021-023-00264-7
- Kishimoto, S., Minami, A., Aoki, Y., Matsubara, Y., Watanabe, S., Watanabe, K. Reactive azlactone intermediate drives fungal secondary metabolite cross-pathway generation. J. Am. Chem. Soc., 2023, 145, 3221-3228.
https://pubs.acs.org/doi/10.1021/jacs.2c13188
- Onoda, K., Kato, M., Tsunematsu, Y., Eto, F., Sato, M., Yoshioka, Y., Yoshida, T., Tamura, K., Yao, I., Dohra, H., Watanabe, K., Miyoshi, N. Biosynthetic gene expression and tissue distribution of diosgenin in Dioscorea japonica. Journal of Agricultural and Food Chemistry, in press.
https://pubs.acs.org/doi/10.1021/acs.jafc.2c08478
総説・解説
- 佐藤道大, 渡辺賢二, 抗生物質生産菌が持つ自己耐性酵素の機能解明, 酵素工学研究会誌, 2023年4月号, vol. 89, 27–30.
https://www.enzyme-eng.com
2022
発表論文
- Kobayashi, T., Kishimoto, S., Watanabe, S.,Yoshioka, Y., Toyoda, T., Ogawa, K., Watanabe, K., Wakabayashi, K., Miyoshi, N. Cytotoxic homo- and heterodimers of o-toluidine, o-anisidine and aniline formed by in vitro metabolism. Chemical Research in Toxicology, in press.
https://pubs.acs.org/toc/crtoec/0/0
- Hirayama, Y., Sato, M., Watanabe, K. Advancing the biosynthetic and chemical understanding of the carcinogenic risk factor colibactin and its producers. Biochemistry, in press.
https://pubs.acs.org/doi/full/10.1021/acs.biochem.2c00229
- Kishimoto, S., Matsubara, Y., Watanabe, K. Alkaloid biosynthetic enzyme generates diastereomeric pair via two distinct mechanisms. J. Am. Chem. Soc., 2022, 144, 5485–5493.
https://pubs.acs.org/doi/10.1021/jacs.1c13621
- Ito, A., Choi, J.-H., Maruyama, W., Kotajima, M. Wu, J., Suzuki, T., Terashima, Y., Hirai, H., Nelson, D., Tsunematsu, Y., Watanabe, K., Asakawa, T., Ouchi, H., Inai, M., Kan, K., Dohra, H., Kawagishi, H. 1,2,3-Triazine formation mechanism of a fairy chemical 2-azahypoxanthine in the fairy ring-forming fungus Lepista sordida. Org. Biomol. Chem., 2022, 20, 2636-2642.
https://pubs.rsc.org/en/content/articlelanding/2022/ob/d2ob00328g
- Narita, T., Tsunematsu, Y., Miyoshi, N., Komiya, M., Hamoya, T., Fujii, G., Yoshikawa, Y., Sato, M., Kawanishi, M., Sugimura, H., Iwashita, Y., Totsuka, Y., Terasaki, M., Watanabe, K., Wakabayashi, K., Mutoh, M. Induction of DNA damage in mouse colorectum by administration of colibactin-producing Escherichia coli, isolated from a colorectal cancer patient. In Vivo, 2022, 36, 628-634.
- Okamoto, T., Kishimoto, S., Watanabe, K. Isolation of natural prodrug-like metabolite by simulating human prodrug activation in filamentous fungus. Chem. Pharm. Bull. 2022, 70, 304–308.
https://www.jstage.jst.go.jp/article/cpb/70/4/70_c21-01099/_article/-char/en
総説・解説
- 松田真弥, 渡辺賢二, 天然物生合成機能の発現による新しい遺伝子治療, 有機合成化学協会誌, 2022年8月号, vol. 8, 747–754.
https://www.jstage.jst.go.jp/browse/yukigoseikyokaishi/list/-char/ja
- Watanabe, K., Sato, M., Osada, H. Recent advances in the chemo-biological characterization of decalin natural products and unraveling of the workings of Diels–Alderases. Fungal Biology and Biotechnology, 2022, 9, 9.
https://fungalbiolbiotech.biomedcentral.com/articles/10.1186/s40694-022-00139-6
- 平山裕一郎, 渡辺賢二, 大腸菌が産生する発がんリスク因子「コリバクチン」の化学構造の全容解明, 化学と生物, 2022年3月号, vol. 60, 123–130.日本農芸化学会 会誌.
https://katosei.jsbba.or.jp/back_issue.php?bn_vol=60&bn_show=183
2021
発表論文
- Matsuda, S., Tsunematsu, Y., Matsushita, T., Ogata, Y., Hachiya, S., Kishimoto, S., Miyoshi, N., Watanabe, K. Toward engineered biosynthesis of drugs in human cells. ChemBioChem, in press.
https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cbic.202100645
- Iwasaki, M., Kanehara, R., Yamaji, T., Katagiri, R., Mutoh, M., Tsunematsu, Y., Sato, M., Watanabe, K., Hosomi, K., Kakugawa, Y., Ikematsu, H., Hotta, K., Kunisawa, J., Wakabayashi, K., Matsuda, T. Association of Escherichia coli containing polyketide synthase in the gut microbiota with colorectal neoplasia in Japan. Cancer Sci., in press.
- Tsunematsu, Y., Hosomi, K., Kunisawa, J., Sato, M., Shibuya, N., Saito, E., Murakami, H., Yoshikawa, Y., Iwashita, Y., Miyoshi, N., Mutoh, M., Ishikawa, H., Sugimura, H., Miyachi, M., Wakabayashi, K., Watanabe, K. Mother-to-infant transmission of the carcinogenic colibactin-producing bacteria. BMC Microbiol. 2021, 21, 235.
https://bmcmicrobiol.biomedcentral.com/articles/10.1186/s12866-021-02292-1
- Liu, M., Ohashi, M., Hung, Y.-S., Scherlach, K., Watanabe, K., Hertweck, C., Tang, Y. AoiQ catalyzes geminal dichlorination of 1,3-diketone natural products. J. Am. Chem. Soc. 2021, 143, 7267–7271.
https://doi.org/10.1021/jacs.1c02868
- Zhou, T., Hirayama, Y., Tsunematsu, Y., Suzuki, N., Tanaka S., Uchiyama, N., Goda, Y., Yoshikawa, Y., Iwashita, Y., Sato, M., Miyoshi, N., Mutoh, M., Ishikawa, H., Sugimura, H., Wakabayashi, K., Watanabe, K. Isolation of new colibactin metabolites from wild-type Escherichia coli and in situ trapping of a mature colibactin derivative. J. Am. Chem. Soc. 2021, 143, 5526–5533.
https://pubs.acs.org/doi/10.1021/jacs.1c01495
静岡県立大学での紹介ウェブページ「コリバクチン化学構造の全容解明に成功」.
- Sato,M., Kishimoto, S., Yokoyama, M., Jamieson, C. S., Narita, K., Maeda, N., Hara, K., Hashimoto, H., Tsunematsu, Y., Houk, K. N., Tang, Y., Watanabe, K. Catalytic mechanism and endo-to-exo selectivity reversion of an octalin-forming natural Diels–Alderase. Nature Catalysis 2021, 4, 223–232.
https://www.nature.com/articles/s41929-021-00577-2
静岡県立大学での紹介ウェブページ「Diels-Alder反応を触媒する酵素の機能解明およびその改変に成功」.
- Kobayashi, T., Toyoda, T., Tajima, Y., Kishimoto, S., Tsunematsu, Y., Sato, M., Matsushita, K., Yamada, T., Shimamura, Y., Masuda, S., Ochiai, M., Ogawa, K., Watanabe, K., Takamura-Enya, T., Totsuka, Y., Wakabayashi, K., Miyoshi, N. o-Anisidine dimer, 2-methoxy-N4-(2-methoxyphenyl) benzene-1,4-diamine, in rat urine associated with urinary bladder carcinogenesis. Chem. Res. Toxicol. 2021, 34, 912-919.
https://pubs.acs.org/doi/10.1021/acs.chemrestox.0c00536
- Zhang, Z., Tamura, Y., Tang, M., Qiao, T., Sato, M., Otsu, Y., Sasamura, S., Taniguchi, M., Watanabe*, K., Tang, Y.* Biosynthesis of the immunosuppressant (−)-FR901483. J. Am. Chem. Soc. 2021, 143, 132-136.
https://pubs.acs.org/doi/10.1021/jacs.0c12352
- Tsunematsu, Y.,* Maeda, N., Sato, M., Hara, K., Hashimoto, H., Watanabe, K.,* Hertweck, C.* Specialized flavoprotein promotes sulfur migration and spiroaminal formation in aspirochlorine biosynthesis. J. Am. Chem. Soc. 2021, 143, 206-213.
https://pubs.acs.org/doi/abs/10.1021/jacs.0c08879
- Hamoya, T., Fujii, G., Iizumi, Y., Narita, T., Komiya, M., Matsuzawa, Y., Miki, K., Kondo, T., Kishimoto, S., Watanabe, K., Wakabayashi, K., Sakai, T., Toshima, J., Mutoh, M. Artesunate inhibits intestinal tumorigenesis through inhibiting wnt signaling. Carcinogenesis 2021, 42, 148-158.
https://doi.org/10.1093/carcin/bgaa084
総説・解説
- 渡辺賢二, 佐藤道大, ポストゲノム時代の天然物化学―ゲノム情報に基づいた天然物の探索と合成, 月刊ファインケミカル, 2021年4月号, シーエムシー出版.
https://www.cmcbooks.co.jp/products/detail.php?product_id=8092
参考文献 Nature Catalysis.
- Watanabe, K. Discovery and investigation of natural Diels–Alderases. J. Nat. Med. 2021, 75, 434–447.
https://link.springer.com/article/10.1007/s11418-021-01502-4
渡辺教授が2020年日本生薬学会学術貢献賞題目「生体内Diels-Alder反応の化学的同一性と生化学的多様性の証明」についての総説を寄稿しました。
- 佐藤道大, 渡辺賢二, ディールス-アルダラーゼとはどういった酵素なのか?, 化学, 2021年2月号, vol. 76, 72-73, 化学同人.
https://www.kagakudojin.co.jp/book/b556506.html
- Tsunematsu,Y. Genomics-directed activation of cryptic natural product pathways deciphers codes for biosynthesis and molecular function. J. Nat. Med. 2021, 75, 261-274.
https://link.springer.com/article/10.1007%2Fs11418-020-01466-x.
恒松講師が2019年日本生薬学会学術奨励賞題目「糸状菌ゲノム情報を活用した天然物探索とその生合成機構解明」についての総説を寄稿しました。当研究室において取り組んできた「遺伝子改変による二次代謝活性化」について成果を解説しています。
2020
発表論文
- Matsushita, T., Kishimoto, S., Hara, K., Hashimoto, H., Watanabe, K. Structural and functional analyses of a spiro-carbon-forming, highly promiscuous epoxidase from fungal natural product biosynthesis. Biochemistry 2020, 59, 4787-4792.
https://pubs.acs.org/doi/full/10.1021/acs.biochem.0c00896
- Zhang, Z., Qiao, T., Watanabe, K.,* Tang, Y.* Concise biosynthesis of phenylfuropyridones from fungi. Angew. Chem. Int. Ed. 2020, 59, 19889-19893.
https://onlinelibrary.wiley.com/doi/10.1002/anie.202008321
- Watanabe, D., Murakami, H., Ohno, H., Tanisawa, K., Konishi, K., Tsunematsu, Y., Sato, M., Miyoshi, N., Wakabayashi, K., Watanabe, K., Miyachi, M. Association between dietary intake and the prevalence of tumourigenic bacteria in the gut microbiota of middle-aged Japanese adults. Sci. Rep. 2020, 10, 15221.
https://www.nature.com/articles/s41598-020-72245-7
- Asai, S., Tsunematsu, Y., Masuya, T., Otaka, J., Osada, H., Watanabe, K. Uncovering hidden sesquiterpene biosynthetic pathway through expression boost area-mediated productivity enhancement in basidiomycete. J. Antibiot. (Tokyo) 2020, 73, 721-728.
https://www.nature.com/articles/s41429-020-0355-9
- Yoshikawa, Y., Tsunematsu, T., Matsuzaki, N., Hirayama, Y., Higashiguchi, F., Sato, M., Iwashita, Y., Miyoshi, N., Mutoh, M., Ishikawa, H., Sugimura, H., Wakabayashi, K., Watanabe, K. Characterization of colibactin-producing Escherichia coli isolated from Japanese patients with colorectal cancer. Jpn. J. Infect. Dis. 2020, 73, 437-442.
https://doi.org/10.7883/yoken.JJID.2020.066
- Tajima, Y., Toyoda, T., Hirayama, Y., Matsushita, K., Yamada, T., Ogawa, K., Watanabe, K., Takamura-Enya, T., Totsuka, Y., Wakabayashi, K., Miyoshi, N. A novel o-toluidine metabolite in rat urine associated with urinary bladder carcinogenesis. Chem. Res. Toxicol. 2020, 33, 1907-1914.
https://pubs.acs.org/doi/10.1021/acs.chemrestox.0c00098
- Uchikawa, M., Kato, M., Nagata, A., Sanada, S., Yoshikawa, Y., Tsunematsu, Y., Sato, M., Suzuki, T., Hashidume, T., Watanabe, K., Yoshikawa, Y., Miyoshi, N. Elevated levels of proinflammatory volatile metabolites in feces of high fat diet fed KK-Ay mice. Sci. Rep. 2020, 10, 5681.
https://www.nature.com/articles/s41598-020-62541-7
- Sarmales-Murga, C., Akaoka, F., Sato, M., Takanishi, J., Mino, T., Miyoshi, N., Watanabe, K. A new class of dimeric product isolated from the fungus Chaetomium globosum: evaluation of chemical structure and biological activity. J. Antibiot. (Tokyo) 2020, 73, 320-323.
https://doi.org/10.1038/s41429-020-0281-x
- Kawanishi, M., Shimohara, C., Oda, Y., Hisatomi, Y., Tsunematsu, Y., Sato, M., Hirayama, Y., Miyoshi, N., Iwashita, Y., Yoshikawa, Y., Sugimura, H., Mutoh, M., Ishikawa, H., Wakabayashi, K., Yagi, T., Watanabe, K. Genotyping of a gene cluster for production of colibactin and in vitro genotoxicity analysis of Escherichia coli strains obtained from the Japan Collection of Microorganisms, Genes Environ. 2020, 42, 12.
https://genesenvironment.biomedcentral.com/articles/10.1186/s41021-020-00149-z
書籍
- Sato, M., Kishimoto, S., Noguchi, H., Watanabe, K. 2.17 - Bisindole, Comprehensive Natural Products III: Chemistry and Biology, Wiley 2020, 2, 467-485.
https://www.sciencedirect.com/science/article/pii/B9780124095472146141
- Tsunematsu, Y., Hirayama, Y., Masuya, T., Watanabe, K. 1.15 - Oxidative modification enzymes in polyketide biosynthetic pathways. Comprehensive Natural Products III: Chemistry and Biology, Wiley 2020, 1, 479-505.
https://www.sciencedirect.com/science/article/pii/B9780124095472146372
- 川西優喜, 若林敬二, 渡辺賢二, 腸内細菌叢とがん発生の分子メカニズム, 実験医学, 2020年7月号, vol.38, No.11.
- 渡辺賢二*, 遺伝子・細胞からみた応用微生物学, 第3章、朝倉書店.
PDFファイルをご覧になるためには、AdobeReader® が必要です。パソコンにインストールされていない方は右のアイコンをクリックしてダウンロードしてください。
2019
発表論文
- Kawanishi, M., Hisatomi, Y., Oda, Y., Shimohara, C., Tsunematsu, Y., Sato, M., Hirayama, Y., Miyoshi, N., Iwashita, Y., Yoshikawa, Y., Sugimura, H., Mutoh, M., Ishikawa, H., Wakabayashi, K., Yagi, T., Watanabe, K. In vitro genotoxicity analyses of colibactin-producing E. coli isolated from a Japanese colorectal cancer patient. J. Toxicol. Sci. 2019, 44, 871-876.
https://www.jstage.jst.go.jp/article/jts/44/12/44_871/_article.
- Tsunematsu, Y., Takanishi, J.; Asai, S., Masuya, T., Nakazawa, T., Watanabe, K. Genomic mushroom hunting decrypts coprinoferrin, a siderophore secondary metabolite vital to fungal cell development. Org. Lett. 2019, 21, 7582-7586.
https://pubs.acs.org/doi/10.1021/acs.orglett.9b02861.
- Kishimoto, S., Tsunematsu, Y., Matsushita, T., Hara, K., Hashimoto, H., Tang, Y., Watanabe, K. Functional and structural analyses of trans C-methyltransferase in fungal polyketide biosynthesis. Biochemistry 2019, 58, 3933-3937.
https://pubs.acs.org/doi/10.1021/acs.biochem.9b00702.
- Hirayama, Y., Tsunematsu, Y., Yoshikawa, Y., Tamahune, R., Matsuzaki, N., Iwashita, Y., Ohnishi, I., Tanioka, F., Sato, M., Miyoshi, N., Mutoh, M., Ishikawa, H., Sugimura, H., Wakabayashi, K., Watanabe, K. Activity-based probe for screening of high-colibactin producers from clinical samples. Org. Lett. 2019, 21, 4490-4494.
https://doi.org/10.1021/acs.orglett.9b01345.
- Masuya, T., Tsunematsu, Y., Hirayama, Y., Sato, M., Noguchi, H., Nakazawa, T., Watanabe, K. Biosynthesis of lagopodins in mushroom involves a complex network of oxidation reactions. Org. Biomol. Chem. 2019, 17, 234-239.
https://pubs.rsc.org/en/content/articlelanding/2019/ob/c8ob02814a.
2018
発表論文
- Tsunematsu, Y., Maeda, N., Yokoyama, M., Chankhamjon, P., Watanabe, K., Scherlach, K., Hertweck, C. Enzymatic amide-tailoring promotes retro-aldol amino acid conversion to form the antifungal agent aspirochlorine. Angew. Chem. Int. Ed. 2018, 57, 14051-14054.
https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201806740
- Kishimoto, S., Hara, H., Hashimoto, H., Hirayama, Y., Champagne, P. A., Houk, K. N., Tang, Y., Watanabe, K.* Enzymatic one-step ring contraction for quinolone biosynthesis. Nature Communications 2018, 19, 2826.
https://www.nature.com/articles/s41467-018-05221-5
- Li, L., Tang, M.C., Tang, S., Gao, S., Soliman, S., Hang, L., Xu, W., Ye, T., Watanabe, K., Tang, Y. Genome mining and assembly-line biosynthesis of the UCS1025A pyrrolizidinone family of fungal alkaloids. J. Am. Chem. Soc. 2018, 140, 2067-2071.
https://pubs.acs.org/doi/10.1021/jacs.8b00056
- Suwama, T., Watanabe, K., Monthakantirat, O., Luecha, P., Noguchi, H., Watanabe, K., Umehara, K. Naphthalene glycosides in the Thai medicinal plant Diospyros mollis. J. Nat. Med. 2018, 72, 220-229.
https://link.springer.com/article/10.1007/s11418-017-1134-1
総説・解説
- 恒松 雄太, 新規疾患治療法開発のヒントは「微生物の生存戦略」に隠されている?, ファルマシア, 2018, 54, 458.
https://www.jstage.jst.go.jp/article/faruawpsj/54/5/54_458/_article/-char/ja
- 恒松 雄太, 21世紀における構造未決定天然物 大腸発がんリスク因子コリバクチンの生合成, 有機合成化学協会誌, 2018, 76, 490-493.
https://www.jstage.jst.go.jp/article/yukigoseikyokaishi/76/5/76_490/_article/-char/ja
- 大橋雅生, 渡辺賢二*, 天然物生合成におけるS-アデノシルメチオニン依存性酵素により触媒されるペリ環状反応, 現代化学, 2018, 563, 51-56.
書籍
- 渡辺賢二*, 天然物の化学II—第8章 大腸がんバイオマーカーのコリバクチン. 2018, 上村大輔監修, 東京化学同人.
http://www.tkd-pbl.com/book/b370863.html
- Kishimoto, S., Hirayama, Y., Watanabe, K.* Polyketide synthase-nonribosomal peptide synthetase hybrid enzymes of fungi. The Mycota XV: Physiology and Genetics, 2018, 367-383.
https://link.springer.com/chapter/10.1007/978-3-319-71740-1_12#citeas
2017
発表論文
- Ohashi, M., Liu, F., Hai, Y., Chen, M., Tang, M.-C., Yang, Z., Sato, M., Watanabe, K.*, Houk, K. N.*, Tang, Y.* SAM-dependent enzyme-catalysed pericyclic reactions in natural product biosynthesis. Nature 2017, 549, 502-506.
https://www.nature.com/articles/nature23882
- Sato, M., Dander, J. E., Sato, C., Hung, Y.-S., Gao, S.-S., Tang, M.-C., Hang, L., Winter, J. M., Garg, N. K.*, Watanabe, K.*, Tang, Y.* Collaborative biosynthesis of maleimide- and succinimide- containing natural products by fungal polyketide megasynthases. J. Am. Chem. Soc. 2017, 139, 5317-5320.
https://pubs.acs.org/doi/abs/10.1021/jacs.7b02432
- Yokoyama, M., Hirayama, Y., Yamamoto, T., Kishimoto, S., Tsunematsu, Y., Watanabe, K.* Integration of chemical, genetic and bioinformatic approaches delineates fungal polyketide-peptide hybrid biosynthesis. Org. Lett. 2017, 19, 2001-2005.
https://pubs.acs.org/doi/abs/10.1021/acs.orglett.7b00559
- Nakazawa, T., Izuno, A., Horii, M., Kodera, R., Nishimura, H., Hirayama, Y., Tsunematsu, Y., Miyazaki, Y., Awano, T., Muraguchi, H., Watanabe, K., Sakamoto, M., Takabe, K., Watanabe, T., Isagi, Y., Honda, Y. Effects of pex1 disruption on wood lignin biodegradation, fruiting development and the utilization of carbon sources in the white-rot Agaricomycete Pleurotus ostreatus and non-wood decaying Coprinopsis cinerea. Fungal Genet. Biol. 2017, 109, 7-15.
https://www.sciencedirect.com/science/article/abs/pii/S1087184517301470?via%3Dihub
- Zou, Y., Borras, M. G., Tang, M., Hirayama, Y., Li, D., Li, L., Watanabe, K., Houk, K. N., Tang, Y. Enzyme-catalyzed cationic epoxide rearrangements in quinolone alkaloid biosynthesis. Nature Chemical Biology 2017, 13, 325-332.
https://www.nature.com/articles/nchembio.2283
- Torikai, K., Umehara, K., Koga, R., Liu, X., Kitano, T., Watanabe, K., Oishi, T., Noguchi, H., Shimohigashi, Y. Design and synthesis of benzoacridines as estrogenic and anti-estrogenic agents. Bioorg. Med. Chem. 2017, 25, 5216-5237.
https://www.sciencedirect.com/science/article/pii/S0968089617316565?via%3Dihub
- Tang, M., Zou,Y., Watanabe, K., Walsh, C. T., Tang, Y. Oxidative cyclization in natural product biosynthesis. Chem. Rev. 2017, 117, 5226-5333.
https://pubs.acs.org/doi/abs/10.1021/acs.chemrev.6b00478
- Kishimoto, S., Tsunematsu, Y., Sato, M., Watanabe, K.* Elucidation of biosynthetic pathways of natural products. Chem. Rec. 2017, 17, 1095-1108.
https://pubs.acs.org/doi/abs/10.1021/acs.chemrev.6b00478
総説・解説
- 渡辺賢二*, 腸内細菌叢由来遺伝毒性物質コリバクチン—腸内細菌叢を起源とする遺伝毒性物質コリバクチンの科学分析手法の確立と日本人コホートにおける発がんとの関連性の解析—, 2017, 32, 49-52, 伊藤 裕 監修, BIO Clinica.
2016
発表論文
- Li, L., Yu, P., Tang, M. C., Zou, Y., Gao, S.-S., Hung, Y.-S., Zhao, M., Watanabe, K., Houk, K., Tang, Y. Biochemical characterization of an eukaryotic decalin-forming Diels–Alderase. J. Am. Chem. Soc. 2016, 138, 15837-15840.
https://pubs.acs.org/doi/abs/10.1021/jacs.6b10452
- Chankhamjon, P., Tsunematsu, Y., Ishida-Ito, M., Sasa, Y., Meyer, F., Boettger-Schmidt, D., Urbansky, B., Menzel, K. D., Scherlach, K., Watanabe, K., Hertweck, C. Regioselective dichlorination of a non-activated aliphatic carbon and phenol bismethylation by a multifunctional fungal flavoenzyme. Angew. Chem. Int. Ed. 2016, 55, 11955-11959.
https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201604516
- Yamamoto, T., Tsunematsu, Y., Hara, K., Suzuki, T., Kishimoto, S., Kawagishi, H., Noguchi, H., Hashimoto, H., Tang, Y., Hotta, K., Watanabe, K. Oxidative trans-to-cis isomerization of olefin in polyketide biosynthesis. Angew. Chem. Int. Ed. 2016, 55, 6207-6210.
https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201600940
- Sato, M., Winter, J. M., Kishimoto, S., Noguchi, H., Tang, Y., Watanabe, K. Combinatorial generation of chemical diversity by redox enzymes in chaetoviridin biosynthesis. Org. Lett. 2016, 18, 1446-1449.
https://pubs.acs.org/doi/abs/10.1021/acs.orglett.6b00380
- Kato, H., Tsunematsu, Y., Yamamoto, T., Namiki, T., Kishimoto, S., Noguchi, H., Watanabe, K. New natural products isolated from Metarhizium robertsii ARSEF 23 by chemical screening and identification of the gene cluster through engineered biosynthesis in Aspergillus nidulans A1145. J. Antibiot. 2016, 69, 561-566.
https://www.nature.com/articles/ja201654
- Kishimoto, S., Sato, M., Tsunematsu, Y., Watanabe, K. Evaluation of biosynthetic pathway and engineered biosynthesis of alkaloids. Molecules 2016, 21, 1078-1097.
https://www.mdpi.com/1420-3049/21/8/1078
2015
発表論文
- Yamamoto, T., Tsunematsu, Y., Noguchi, H., Hotta, K., Watanabe, K. Elucidation of pyranonigrin biosynthetic pathway reveals a mode of tetramic acid, fused γ-pyrone and exo-methylene formation. Org. Lett. 2015, 17, 4992-4995.
https://pubs.acs.org/doi/abs/10.1021/acs.orglett.5b02435
- Sato, M., Yagishita, F., Mino, T., Uchiyama, N., Patel, A., Chooi, Y.-H., Goda, Y., Xu, W., Noguchi, H., Yamamoto, T., Hotta, K., Houk, K. N., Tang, Y., Watanabe, K. Involvement of lipocalin-like CghA in decalin-forming stereoselective intramolecular [4+2] cycloaddition. ChemBioChem 2015, 16, 2294-2298.
https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cbic.201500386
- Winter, J., Cascio, D., Dietrich, D., Sato, M., Watanabe, K., Sawaya, M., Vederas, J., Tang, Y. Biochemical and structural basis for controlling chemical modularity in fungal polyketide biosynthesis. J. Am. Chem. Soc. 2015, 137, 9885-9893.
https://pubs.acs.org/doi/abs/10.1021/jacs.5b04520
- Zou, Y., Zhan, Z., Li, D., Tang, M., Watanabe, K., Tang, Y. Tandem prenyltransferases catalyze isoprenoid elongation and complexity generation in biosynthesis of quinolone alkaloids. J. Am. Chem. Soc. 2015, 137, 4980-4983.
https://pubs.acs.org/doi/10.1021/jacs.5b03022
- Wong, F. T., Hotta, K., Chen, X., Fang, M., Watanabe, K., Kim, C. Y. Epoxide hydrolase–lasalocid A structure provides mechanistic insight into polyether natural product biosynthesis. J. Am. Chem. Soc. 2015, 137, 86-89.
https://pubs.acs.org/doi/10.1021/ja511374k
- Sato, M., Yamada, H., Hotta, K., Watanabe, K. Elucidation of shanorellin biosynthetic pathway and functional analysis of associated enzymes. MedChemComm 2015, 6, 425-430.
https://pubs.rsc.org/en/content/articlelanding/2015/md/c4md00352g
総説・解説
- 渡辺賢二, 抗生物質の化学構造多様性を生み出す酵素の発見とそれら酵素による生物的全合成, Jpn. J. Antibiot. 2015, 68, 55-67.
http://jja-contents.wdc-jp.com/pdf/JJA68/68-1/68-1_55-67.pdf
2014
発表論文
- Zou, Y., Xu, W., Tsunematsu, Y., Tang, M. C., Watanabe, K., Tang, Y. Methylation-dependent acyl transfer between polyketide synthase and nonribosomal peptide synthetase modules in fungal natural product biosynthesis. Org. Lett. 2014, 16, 6390-6393.
https://pubs.acs.org/doi/10.1021/ol503179v
- Ishikawa, N., Tanaka, H., Koyama, F., Noguchi, H., Wang, C. C., Hotta, K., Watanabe, K. Non-heme dioxygenase catalyzes atypical oxidations to form the 6,6-quinolone core of the viridicatin scaffold. Angew. Chem. Int. Ed. 2014, 53, 12880-12884.
https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201407920
- Tsunematsu, Y., Fukutomi, M., Saruwatari, T., Noguchi, H., Hotta, K., Tang, Y., Watanabe, K. Elucidation of pseurotin biosynthetic pathway points to trans-acting C-methyltransferase: generation of chemical diversity. Angew. Chem. Int. Ed. 2014, 53, 8475-8479.
https://onlinelibrary.wiley.com/doi/10.1002/anie.201404804
- Lin, H., Tsunematsu, Y., Dhingra, S., Xu, W., Fukutomi, M., Chooi, Y. H., Cane, D. E., Calvo, A. M., Watanabe, K.,Tang, Y. Generation of complexity in fungal terpene biosynthesis: discovery of a mutifunctional cytochrome P450 in the fumagillin pathway. J. Am. Chem. Soc. 2014, 136, 4426-4436.
https://pubs.acs.org/doi/10.1021/ja500881e
- Saruwatari, T., Yagishita, F., Mino, T., Noguchi, H., Hotta, K., Watanabe, K. Cytochrome P450 as dimerization catalyst in diketopiperazine alkaloid biosynthesis. ChemBioChem. 2014, 15, 656-659.
https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/cbic.201300751
- Hotta, K., Keegan, R. M., Ranganathan, S., Fang, M., Bibby, J., Winn, M. D., Sato, M., Lian, M., Watanabe, K., Rigden, D. J., Kim, C. Y. Conversion of a disulfide bond into a thioacetal group during echinomycin biosynthesis. Angew. Chem. Int. Ed. 2014, 53, 824-828.
https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201307404
総説・解説
- 東口(小山)ふみ, 渡辺賢二, タンパク質どうしの相互作用をとらえる-運ぶだけじゃないアシルキャリアータンパク質の機能-, 化学, 2014, 69, 68-69, 化学同人.
- 佐藤道大, 渡辺賢二, チオアセタール形成酵素-折り畳まれたエキノマイシン-, 生化学, 2014, 86, 242-248, 日本生化学会.
http://www.jbsoc.or.jp/seika/wp-content/uploads/2014/11/86-02-15.pdf
- Watanabe, K. Effective use of heterologous hosts for characterization of biosynthetic enzymes allows production of natural products and promotes new natural product discovery. Chem. Pharm. Bull. 2014, 62, 1153-1165.
https://www.jstage.jst.go.jp/article/cpb/62/12/62_c14-00471/_article
書籍
- Hotta, K., Watanabe, K. Current understanding and hypotheses on the biosynthesis of microalgal polyether toxins. Toxins and biologically active compounds from microalgae, edited by Gian Paolo Rossini, CRC Press, 2014, 1, 281-347.
https://www.taylorfrancis.com/chapters/edit/10.1201/b16569-17/current-understanding-hypotheses-biosynthesis-microalgal-polyether-toxins
2013
発表論文
- Hiratsuka, T., Koketsu, K., Minami, A., Kaneko, S., Watanabe, C., Watanabe, K., Oguri, H., Oikawa, H. Core scaffold assembly mechanism of quinocarcin and SF-1739: bimodular complex of nonribosomal peptide synthetases for sequential mannich-type reactions. Chem. Biol. 2013, 20, 1523-1535.
https://www.sciencedirect.com/science/article/pii/S1074552113003852?via%3Dihub
- Tsunematsu, Y., Ishikawa, N., Wakana, D., Goda, Y., Noguchi, H., Moriya, H., Hotta, K., Watanabe, K. Spiro-carbon formation by different chemistry involving pathway crosstalk. Nature Chemical Biology 2013, 9, 818-825.
https://www.nature.com/articles/nchembio.1366?foxtrotcallback=true
- Nakazawa, T., Ishiuchi, K., Sato, M., Tsunematsu, Y., Sugimoto, S., Gotanda, Y., Noguchi, H., Hotta, K., Watanabe, K. Targeted disruption of transcriptional regulators in Chaetomium globosum activates biosynthetic pathways and reveals transcriptional regulator-like behavior of aureonitol. J. Am. Chem. Soc. 2013, 135, 13446-13455.
https://pubs.acs.org/doi/10.1021/ja405128k
- Ishiuchi, K., Nakazawa, T., Yagishita, F., Mino, T., Noguchi, H., Hotta, K., Watanabe, K. Combinatorial generation of complexity by redox enzymes in the chaetoglobosin A biosynthesis. J. Am. Chem. Soc. 2013, 135, 7371-7377.
https://pubs.acs.org/doi/10.1021/ja402828w
総説・解説
- Sato, M., Nakazawa, T., Tsunematsu, Y., Hotta, K., Watanabe, K. Echinomycin biosynthesis. Curr. Opin. Chem. Biol. 2013, 17, 537-545.
https://www.sciencedirect.com/science/article/pii/S1367593113001221
- Minami, A., Oguri, H., Watanabe, K., Oikawa, H. Biosynthetic machinery of ionophore polyether lasalocid: enzymatic construction of polyether skeleton. Curr. Opin. Chem. Biol. 2013, 17, 555-561.
https://www.sciencedirect.com/science/article/pii/S1367593113001075?via%3Dihub
- Tsunematsu, Y., Ishiuchi, K., Hotta, K., Watanabe, K. Yeast-based genome mining, production and mechanistic studies of the biosynthesis of fungal polyketide and peptide natural products. Nat. Prod. Rep. 2013, 30, 1139-1149.
https://pubs.rsc.org/en/content/articlelanding/2013/NP/c3np70037b
2012
発表論文
- Winter, J. M., Sato, M., Sugimoto, S., Chiou, G., Garg, N. K., Tang, Y., Watanabe, K. Identification and characterization of the chaetoviridin and chaetomugilin gene cluster in Chaetomium globosum reveal dual functions of an iterative highly-reducing polyketide synthase. J. Am. Chem. Soc. 2012, 134, 17900-17903.
https://pubs.acs.org/doi/10.1021/ja3090498
- Minami, A., Shimaya, M., Suzuki, G., Migita, A., Shinde, S. S., Watanabe, K., Tamura, T., Oguri, H., Oikawa, H. Sequential enzymatic epoxidation involved in polyether lasalocid biosynthesis. J. Am. Chem. Soc. 2012, 134, 7246-7249.
https://pubs.acs.org/doi/10.1021/ja301386g
- Tsunematsu, Y., Ichinoseki, S., Nakazawa, T., Ishikawa, N., Noguchi, H., Hotta, K., Watanabe, K. Overexpressing transcriptional regulator in Chaetomium globosum activates a silent biosynthetic pathway: evaluation of shanorellin biosynthesis. J. Antibiot. 2012, 65, 377-380.
https://www.nature.com/articles/ja201234
- Ishiuchi, K., Nakazawa, T., Ookuma, T., Sugimoto, T., Sato, M., Tsunematsu, Y., Ishikawa, N., Noguchi, H., Hotta, K., Moriya, H., Watanabe, K. Establishing a new methodology for genome mining and biosynthesis of polyketides and peptides through yeast molecular genetics. ChemBioChem 2012, 13, 846-854.
https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cbic.201100798
- Nakazawa, T., Ishiuchi, K., Praseuth, A., Noguchi, H., Hotta, K., Moriya, H., Watanabe, K. Overexpressing transcriptional regulator in Aspergillus oryzae activates a silent biosynthetic pathway to produce novel polyketide. ChemBioChem 2012, 13, 855-861.
https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cbic.201200107
- Hotta, K., Chen, X., Paton, R. S., Minami, A., Li, H., Swaminathan, K., Mathews, I. I., Watanabe, K., Oikawa, H., Houk, K. N., Kim, C. Y. Enzymatic catalysis of anti-Baldwin ring closure in polyether biosynthesis. Nature 2012, 483, 355-359.
https://www.nature.com/articles/nature10865
総説・解説
- Moriya, H., Makanae, K., Watanabe, K., Chino, A., Shimizu-Yoshida, Y. Robustness analysis of cellular systems using the genetic tug-of-war method. Mol. Biosyst. 2012, 8, 2513-2522.
https://pubs.rsc.org/en/content/articlelanding/2012/MB/c2mb25100k
- Koketsu, K., Minami, A., Watanabe, K., Oguri, H., Oikawa, H. The Pictet-Spengler mechanism involved in the biosynthesis of tetrahydroisoquinoline antitumor antibiotics: a novel function for a nonribosomal peptide synthetase. Methods Enzymol. 2012, 516, 79-98.
https://www.sciencedirect.com/science/article/abs/pii/B9780123942913000265?via%3Dihub
- 恒松雄太, 守屋央朗, 渡辺賢二, 出芽酵母発現システムを利用した天然物の生物合成, 化学と生物, 2012, 50, 163-174, 日本農芸化学会.
https://katosei.jsbba.or.jp/index.php?aid=50823
- Koketsu, K., Minami, A., Watanabe, K., Oguri, H., Oikawa, H. Pictet-Spenglerase involved in tetrahydroisoquinoline antibiotic biosynthesis. Curr. Opin. Chem. Biol. 2012, 16, 142-149.
https://www.sciencedirect.com/science/article/pii/S136759311200021X
- 中沢威人, 恒松雄太, 石川格靖, 渡辺賢二, 生合成遺伝子クラスターの高度強制発現による合成生物学が拓く有用天然物の創製, 生物工学会誌, 2012, 90, 289-292, 日本生物工学会.
https://www.sbj.or.jp/wp-content/uploads/file/sbj/9006/9006_tokushu-1_3.pdf
2011
発表論文
- Torikai, K., Saruwatari, T., Kitano, T., Sano, T., Nakane, A., Noguchi, H., Watanabe, K. Practical synthesis of DOPA derivative for biosynthetic production of potent antitumor natural products, saframycins and ecteinascidin 743. Lett. Org. Chem. 2011, 8, 686-689.
https://www.eurekaselect.com/89183/article
- Hirose, Y., Watanabe, K., Minami, A., Nakamura, T., Oguri, H., Oikawa, H. Involvement of common intermediate 3-hydroxy-L-kynurenine in chromophore biosynthesis of quinomycin family antibiotics. J. Antibiot. (Tokyo) 2011, 64, 117-122.
https://www.nature.com/articles/ja2010142
- Minami, A., Migita, A., Inada, D., Hotta, K., Watanabe, K., Oguri, H., Oikawa, H. Enzymatic epoxide-opening cascades catalyzed by a pair of epoxide hydrolases in the ionophore polyether biosynthesis. Org. Lett. 2011, 13, 1638-1641.
https://pubs.acs.org/doi/10.1021/ol200100e
総説・解説
- 渡辺賢二, 大栗博毅, 及川英秋, 生合成マシナリーを用いた抗腫瘍性物質生産の試み, バイオサイエンスとインダストリー, 2011, 69, , 26-30, バイオインダストリー協会.
- Saruwatari, T., Praseuth, A. P., Sato, M., Torikai, K., Noguchi, H., Watanabe, K. A comprehensive overview on genomically directed assembly of aromatic polyketides and macrolide lactones using fungal megasynthases. J. Antibiot. (Tokyo) 2011, 64, 9-17.
https://www.nature.com/articles/ja2010130
特許
- カビ類ポリケチド合成遺伝子の酵母での異種発現
国際特許, 国際出願番号:PCT/JP2011/004566(出願)
出願日:平成23年8月11日
2010
発表論文
- Koketsu, K., Oguri, H., Watanabe, K., Oikawa, H. Reconstruction of the saframycin core scaffold defines dual Pictet-Spengler mechanisms. Nature Chemical Biology 2010, 6, 408-410.
https://www.nature.com/articles/nchembio.365
- Chino, A., Watanabe, K., Moriya, M. Plasmid construction using recombination activity in the fission yeast Schizosaccharomyces pombe. PLoS One 2010, 5, e9652.
https://journals.plos.org/plosone/article?id=10.1371/journal.pone.0009652
- Matsuura, Y., Shichijo, Y., Minami, A., Migita, A., Oguri, H., Watanabe, M., Tokiwano, T., Watanabe, K., Oikawa, H. Intriguing substrate tolerance of epoxide hydrolase Lsd19 involved in biosynthesis of the ionophore antibiotic lasalocid A. Org. Lett. 2010, 12, 2226-2229.
https://pubs.acs.org/doi/10.1021/ol100541e
特許
- カビ類ポリケチド合成遺伝子の酵母での異種発現
特許, 特願2010-181279(出願)
出願日:平成22年8月13日
2009
- Goto, Y., Iwasaki, K., Torikai, K., Murakami, H., Suga, H. Ribosomal synthesis of dehydrobutyrine- and methyllanthionine-containing peptides. Chem. Commun. 2009, 3419-3421.
https://pubs.rsc.org/en/content/articlelanding/2009/cc/b904314d
- Mouri, R., Oishi, T., Torikai, K., Ujihara, S., Matsumori, N., Murata, M., Oshima, Y. Surface plasmon resonance-based detection of ladder-shaped polyethers by inhibition detection method. Bioorg. Med. Chem. Lett. 2009, 19, 2824-2828.
https://www.sciencedirect.com/science/article/pii/S0960894X09004089?via%3Dihub
- Kimura, H., Torikai, K., Ueda, I. Thermal cyclization of nonconjugated aryl-yne-carbodiimide furnishing a dibenzonaphthyridine derivative. Chem. Pharm. Bull. 2009, 57, 393-396.
https://www.jstage.jst.go.jp/article/cpb/57/4/57_4_393/_article
- Pickens, L. B., Wang, P., Zhou, H., Kim, W., Watanabe, K., Gomi, S., Tang, Y. Biochemical analysis of the biosynthetic pathway of an anticancer tetracycline SF2575. J. Am. Chem. Soc. 2009, 131, 17677-17689.
https://pubs.acs.org/doi/10.1021/ja907852c
- Watanabe, K., Hotta, K., Nakaya, M., Praseuth, A. P., Wang, C. C. C., Inada, D., Takahashi, K., Fukushi, F., Oguri, H., Oikawa, H. Escherichia coli allows efficient modular incorporation of newly isolated quinomycin biosynthetic enzyme into echinomycin biosynthetic pathway for rational design and synthesis of potent antibiotic unnatural natural product. J. Am. Chem. Soc. 2009, 131, 9347-9353.
https://pubs.acs.org/doi/10.1021/ja902261a
- Watanabe, K., Hotta, K., Praseuth, A. P., Searcey, M., Wang, C. C. C., Oguri, H., Oikawa, H. Rationally engineered total biosynthesis of a synthetic analogue of a natural quinomycin depsipeptide in Escherichia coli. ChemBioChem 2009, 10, 1965-1968.
https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/cbic.200900260
- Bok, J. W., Chiang, Y. M., Szewczyk, E., Reyes-Domingez, Y., Davidson, A. D., Sanchez, J. F., Lo, H. C., Watanabe, K., Strauss, J., Oakley, B. R., Wang, C. C. C., Keller, N. P. Chromatin-level regulation of biosynthetic gene clusters. Nature Chemical Biology 2009, 5, 462-464.
https://www.nature.com/articles/nchembio.177
- Migita, A., Watanabe, M., Hirose, Y., Watanabe, K., Tokiwano, T., Kinashi, H., Oikawa, H. Identification of a gene cluster of polyether antibiotic lasalocid from Streptomyces lasaliensis. Biosci. Biotechnol. Biochem. 2009, 73, 169-176.
https://academic.oup.com/bbb/article/73/1/169/5947903
- Watanabe, K., Oguri, H., Oikawa, H. Diversification of echinomycin molecular structure by way of chemoenzymatic synthesis and heterologous expression of the engineered echinomycin biosynthetic pathway. Curr. Opin. Chem. Biol. 2009, 13, 189-196.
https://www.sciencedirect.com/science/article/pii/S1367593109000143
- Watanabe, K., Oguri, H, and Oikawa, H. Enzymatic synthesis of molecular skeletons of complex antitumor antibiotics with non-ribosomal peptide synthethases. J. Synth. Org.Chem. Jpn. 2009, 67, 1152-1160.
https://www.jstage.jst.go.jp/article/yukigoseikyokaishi/67/11/67_11_1152/_article/-char/en
- Watanabe, K., Praseuth, A. P., Praseuth, M. B., Hotta, K. Chapter 15 Plasmid‐borne gene cluster assemblage and heterologous biosynthesis of nonribosomal peptides in Escherichia coli, Methods Enzymol. edited by David Hopwood. 2009, 458, 379-99.
https://www.sciencedirect.com/science/article/pii/S0076687909048150
- 鳥飼浩平,菅裕明, 特殊ペプチドの翻訳合成から天然物化学,創薬へ. ファルマシア, 2009, 45, 115-119.
https://www.jstage.jst.go.jp/article/faruawpsj/45/2/45_KJ00009581227/_article/-char/ja/
- 渡辺賢二, 大栗博毅, 及川英秋, 生合成酵素による天然物の全合成―抗腫瘍性物質エキノマイシンの合成を中心に―, 天然物全合成の最新動向, 2009, 260-275, 北泰行監修, シーエムシー出版.
https://iss.ndl.go.jp/books/R100000002-I000010670043-00
2008
- Ujihara, S., Oishi, T., Torikai, K., Konoki, K., Matsumori, N., Murata, M., Oshima, Y., Aimoto, S. Interaction of ladder-shaped polyethers with transmembrane α-helix of glycophorin A as evidenced by saturation transfer difference NMR and surface plasmon resonance. Bioorg. Med. Chem. Lett. 2008, 18, 6115-6118.
https://www.sciencedirect.com/science/article/pii/S0960894X08012122?via%3Dihub
- Oishi, T., Hasegawa, F., Torikai, K., Konoki, K., Matsumori, N., Murata, M. Convergent synthesis and biological activity of the WXYZA'B'C' ring system of maitotoxin. Org. Lett. 2008, 10, 3599-3602.
https://pubs.acs.org/doi/10.1021/ol801369g
- Torikai, K., Watanabe, K., Minato, H., Imaizumi, T., Murata, M., Oishi, T. Convergent synthesis of the A-J ring system of yessotoxin. Synlett 2008, 2008 2368-2372.
https://www.thieme-connect.com/products/ejournals/html/10.1055/s-2008-1078266
- Torikai, K., Oishi, T., Ujihara, S., Matsumori, N., Konoki, K., Murata, M., Aimoto, S. Design and synthesis of ladder-shaped tetracyclic, heptacyclic, and decacyclic ethers and evaluation of the interaction with transmembrane proteins. J. Am. Chem. Soc. 2008, 130, 10217-10226.
https://pubs.acs.org/doi/10.1021/ja801576v
- Kimura, H., Torikai, K., Miyawaki, K., Ueda, I. Scope of the thermal cyclization of nonconjugated ene-yne-nitrile system: a facile synthesis of cyanofluorenol derivatives. Chem. Lett. 2008, 37, 662-663.
https://www.journal.csj.jp/doi/10.1246/cl.2008.662
- Torikai, K., Otsuka, Y., Nishimura, M., Sumida, M., Kawai, T., Sekiguchi, K., Ueda, I. Synthesis and DNA cleaving activity of water-soluble non-conjugated thienyl tetraynes. Bioorg. Med. Chem. 2008, 16, 5441-5451.
https://www.sciencedirect.com/science/article/pii/S0968089608003222
- Shichijo, Y., Migita, A., Oguri, H., Watanabe, M., Tokiwano, T., Watanabe, K., Oikawa, H. Epoxide hydrolase Lsd19 for polyether formation in the biosynthesis of Lasalocid A: direct experimental evidence on polyene-polyepoxide hypothesis in polyether biosynthesis. J. Am. Chem. Soc. 2008, 130, 12230-12231.
https://pubs.acs.org/doi/10.1021/ja8040543
- Praseuth, A. P., Hotta, K., Oguri, H., Oikawa, H., Wang, C. C. C., Watanabe, K. Complete sequence of biosynthetic gene cluster responsible for producing triostin A and evaluation of quinomycin-type antibiotics from Streptomyces triostinicus. Biotechnol. Prog. 2008, 24, 1226-1231.
https://aiche.onlinelibrary.wiley.com/doi/10.1002/btpr.34
- Koketsu, K., Oguri, H., Watanabe, K., Oikawa, H. Enzymatic macrolactonization in the presence of DNA leading to triostin A analogs. Chem. Biol. 2008, 15, 818-828.
https://www.sciencedirect.com/science/article/pii/S1074552108002433?via%3Dihub
- Chiang, Y., Szewczyk, E., Nayak, T., Sanchez, J. F., Lo, H., Simityan, H., Kuo, E., Praseuth, A., Watanabe, K., Oakley, B. R., Wang, C. C. C. Molecular genetic mining of the Aspergillus secondary metabolome: discovery of the emericellamide biosynthetic pathway. Chem. Biol. 2008, 15, 527-532.
https://www.sciencedirect.com/science/article/pii/S1074552108002020?via%3Dihub
- Zhan, J., Watanabe, K., Tang, Y. Synergistic actions of a monooxygenase and cyclases in aromatic polyketide biosynthesis. ChemBioChem 2008, 9, 1710-1715.
https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cbic.200800178
- Zhang, W., Watanabe, K., Cai, X., Jung, M., Tang, Y., Zhan, J. Identifying the minimal enzymes required for anhydrotetracycline biosynthesis. J. Am. Chem. Soc. 2008, 130, 6068-6069.
https://pubs.acs.org/doi/abs/10.1021/ja800951e
- Zhou, H., Zhan, J., Watanabe, K., Xie, X., Tang, Y. A polyketide macrolactone synthase from the filamentous fungus Gibberella zeae. Proc. Natl. Acad. Sci. USA 2008, 105, 6249-6254.
https://www.pnas.org/content/105/17/6249
- Ma, S. M., Zhan, J., Xie, X., Watanabe, K., Tang, Y., Zhang, W. Redirecting the cyclization steps of fungal polyketide synthase. J. Am. Chem. Soc. 2008, 130, 38-39.
https://pubs.acs.org/doi/10.1021/ja078091o
- Praseuth, A. P., Praseuth, M. B., Oguri, H., Oikawa, H., Watanabe, K., Wang, C. C. C. Improved production of triostin A in engineered Escherichia coli with furnished quinoxaline chromophore by design of experiments in small-scale culture. Biotechnol. Prog. 2008, 24, 134-139.
https://aiche.onlinelibrary.wiley.com/doi/full/10.1021/bp070298y
- Watanabe. K. Exploring the biosynthesis of natural products and their inherent suitability for the rational design of desirable compounds through genetic engineering. Biosci. Biotechnol. Biochem. 2008, 72, 2491-2506.
https://www.tandfonline.com/doi/abs/10.1271/bbb.80323
- 渡辺賢二, 及川英秋, 生合成酵素のみによる有用生物活性天然物の全合成, 化学, 2008, 63, 72-73, 化学同人.
2007
- Nakaya, M., Oguri, H., Takahashi, K., Fukushi, E., Watanabe, K., Oikawa, H. Relative and absolute configuration of antitumor agent SW-163D. Biosci. Biotechnol. Biochem.2007, 71, 2969-2976 .
https://www.tandfonline.com/doi/abs/10.1271/bbb.70371
- Ma, S. M., Zhan, J., Watanabe, K., Xie, X., Zhang, W., Wang, C. C. C., Tang, Y. Enzymatic synthesis of aromatic polyketides using PKS4 from Gibberella fujikuroi. J. Am. Chem. Soc. 2007, 129, 10642-10643.
https://pubs.acs.org/doi/10.1021/ja074865p
- Zhang, W., Wilke, B. I., Zhan, J., Watanabe, K., Boddy C. N., Tang, Y. A new mechanism for benzopyrone formation in aromatic polyketide biosynthesis. J. Am. Chem. Soc. 2007, 129, 9304-9305.
https://pubs.acs.org/doi/10.1021/ja0736919
- Zhang, W., Watanabe, K., Wang, C. C. C., Tang, Y. Investigation of early tailoring reactions in the oxytetracycline biosynthetic pathway. J. Biol. Chem. 2007, 282, 25717-25725.
https://www.jbc.org/article/S0021-9258(20)74647-8/fulltext
- Watanabe, K., Praseuth, A. P., Wang, C. C. C. A comprehensive and engaging overview of the type III family of polyketide synthases. Curr. Opin. Chem. Biol. 2007, 11, 279-286.
https://www.sciencedirect.com/science/article/pii/S1367593107000476?via%3Dihub
- Watanabe, K. Oikawa, H. Robust platform for de novo production of heterologous polyketides and nonribosomal peptides in Escherichia coli. Org. Biomol. Chem. 2007, 5, 593-602.
https://pubs.rsc.org/en/Content/ArticleLanding/OB/2007/B615589H
- 渡辺賢二, 及川英秋, 抗生物質生合成機構の解明と応用への挑戦, ファルマシア, 2007, 43, 679-684, 日本薬学会.
https://www.jstage.jst.go.jp/article/faruawpsj/43/7/43_KJ00009549720/_article/-char/ja
2006
- Torikai, K., Yari, H., Murata, M., Oishi, T. Synthesis of artificial ladder-shaped polyethers containing a 6/7 cis-fused ring system. Heterocycles 2006, 70, 161-167.
https://www.heterocycles.jp/newlibrary/libraries/abst/02350
- Torikai, K., Yari, H., Mori, M., Ujihara, S., Matsumori, N., Murata, M., Oishi, T. Design and synthesis of an artificial ladder-shaped polyether that interacts with glycophorin A. Bioorg. Med. Chem. Lett. 2006, 16, 6355-6359.
https://www.sciencedirect.com/science/article/pii/S0960894X06010560?via%3Dihub
- Watanabe, K., Hotta, K., Praseuth, A. P., Koketsu, K., Migita, A., Boddy, C. N., Wang, C. C. C., Oguri, H., Oikawa, H. Total biosynthesis of antitumor nonribosomal peptides in Escherichia coli. Nature Chemical Biology 2006, 2, 423-428.
https://www.nature.com/articles/nchembio803
- Xie, X., Watanabe, K., Wojicicki, W. A., Wang, C. C. C., Tang, Y. Biosynthesis of lovastatin analogs with a broadly specific acyltransferase. Chem. Biol. 2006, 13, 1161-1169.
https://www.sciencedirect.com/science/article/pii/S1074552106003413
- Koketsu, K., Oguri, H., Watanabe, K., Oikawa, H. Identification and stereochemical assignment of the β-hydroxytryptophan intermediate in the echinomycin biosynthetic pathway. Org. Lett. 2006, 8, 4719-4722.
https://pubs.acs.org/doi/10.1021/ol061738%2B
- Zhang, W., Watanabe, K., Wang, C. C. C., Tang, Y. Heterologous biosynthesis of amidated polyketides with novel cyclization regioselectivity from oxytetracycline polyketide synthase. J. Nat. Prod. 2006, 69, 1633-1636.
https://pubs.acs.org/doi/10.1021/np060290i
- 渡辺賢二, 大栗博毅, 及川英秋, モジュラーポリケタイドおよび非リボソームペプチド合成酵素によって生合成される生物活性物質の大腸菌による生産, 化学と生物, 2006, 44, 609-618, 日本農芸化学会.
https://www.jstage.jst.go.jp/article/kagakutoseibutsu1962/44/9/44_9_609/_article/-char/ja/
- 渡辺賢二, 大栗博毅, 及川英秋, 大腸菌を利用した抗腫瘍性抗生物質のde novo合成, バイオテクノロジージャーナル, 2006, 6, 720-723, 羊土社.
https://www.bioweb.ne.jp/content/bioven/biotech0606.html
- 渡辺賢二, 大栗博毅, 及川英秋, 抗腫瘍性物質エキノマイシンおよびその誘導体の酵素的全合成, 化学工業, 2006, 57, 752-756, 化学工業社.
2005
- Hung, V. S., Hatada, Y., Goda, S., Lu, J., Hidaka, Y., Li, Z., Akita, M., Ohta, Y., Watanabe, K., Matsui, H., Ito, S., Horikoshi, K. α-Glucosidase from a strain of deep-sea Geobacillus: a potential enzyme for the biosynthesis of complex carbohydrates. Appl. Microbiol. Biotechnol. 2005, 68, 757-765.
https://link.springer.com/article/10.1007%2Fs00253-005-1977-3
2004
- Thompson, T. B., Katayama, K., Watanabe, K., Hutchinson, C. R., Rayment, I. Structural and functional analysis of tetracenomycin F2 cyclase from Streptomyces glaucescens: a type II polyketide cyclase. J. Biol. Chem. 2004, 279, 37956-37963.
https://www.sciencedirect.com/science/article/pii/S0021925820730693?via%3Dihub
- Senoura, T., Isono, N., Yoshikawa, M., Asao, A., Hamada, S., Watanabe, K., Ito, H., Matsui, H. Characterization of starch synthase I and II expressed in early developing seeds of kidney bean (Phaseolus vulgaris L.). Biosci. Biotechnol. Biochem. 2004, 68, 1949-1960.
https://www.jstage.jst.go.jp/article/bbb/68/9/68_9_1949/_article/-char/ja/
- Ose, T., Watanabe, K., Yao, M., Honma, M., Oikawa, H., Tanaka, I. Crystal structure of macrophomate synthase. Acta Cryst. D, 2004, D60, 1187-1197.
http://scripts.iucr.org/cgi-bin/paper?S0907444904008881
- Tochihara, T., Sasaki, K., Araki, O., Morimoto, N., Watanabe, K., Hatada, Y., Ito, S., Ito, H., Matsui, H. Site-directed mutagenesis establishes aspartic acids-227 and -342 as essential for enzyme activity in an isomalto-dextranase from Arthrobacter globiformis. Biotechnol. Lett. 2004, 26, 659-664.
https://link.springer.com/article/10.1023/B:BILE.0000023026.55433.6a
- Isono, N., Tochihara, T., Kusnadi, Y., Win, T. T., Watanabe, K., Obae, K., Ito, H., Matsui, H. Cloning and heterologous expression of a β-fructofuranosidase gene from Arthrobacter globiformis IFO 3062, and site-directed mutagenesis of the essential aspartic acid and glutamic acid of the active site. J. Biosci. Bioeng. 2004, 97, 244-249.
https://www.sciencedirect.com/science/article/pii/S1389172304701991?via%3Dihub
- Isono, N., Senoura, T., Yoshikawa, M., Sakurai, Y., Watanabe, K., Ito, H., Matsui, H. Occurrence of multiple forms for starch synthase II isozyme in developing seeds of kidney bean. J. Appl. Glycosci. 2004, 51, 101-107.
https://www.jstage.jst.go.jp/article/jag/51/2/51_2_101/_article
- Win, T. T., Isono, N., Kusnadi, Y., Watanabe, K., Obae, K., Ito, H., Matsui, H. Enzymatic synthesis of two novel non-reducing oligosaccharides using transfructosylation activity with β-fructofuranosidase from Arthrobacter globiformis. Biotechnol. Lett. 2004, 26, 499-503.
https://link.springer.com/article/10.1023%2FB%3ABILE.0000019557.44196.63
- Morimoto, N., Yasukawa, Y., Watanabe, K., Unno, T., Ito, H., Matsui, H. Cloning and heterologous Expression of a glucodextranase gene from Arthrobacter globiformis I42, and experimental evidence for the catalytic diad of the recombinant enzyme. J. Biosci. Bioeng. 2004, 97, 127-130.
https://www.sciencedirect.com/science/article/pii/S1389172304701796?via%3Dihub
- Toyomasu, T., Nakaminami, K., Toshima, H., Mie, T., Watanabe, K., Ito, H., Matsui, H., Mitsuhashi, W., Sassa, T., Oikawa, H. Cloning of a gene cluster responsible for the biosynthesis of diterpene aphidicolin, a specific inhibitor of DNA polymerase α. Biosci. Biotechnol. Biochem. 2004, 68, 146-152.
https://www.jstage.jst.go.jp/article/bbb/68/1/68_1_146/_article/-char/ja
- Morimoto, N., Hayase, T., Isono, N., Tochihara, T., Watanabe, K., Ito, H., Matsui, H. Cloning, sequencing and Heterologous expression of the gene encoding glucoamylase from Clostridium thermoamylolyticum and biochemical characterization of the recombinant enzyme. J. Appl. Glycosci. 2004, 51, 33-36.
https://www.jstage.jst.go.jp/article/jag/51/1/51_1_33/_article
- Yamaguchi, K., Morimoto, N., Wang, Y., Watanabe, K., Unno, T., Ito, H., Matsui, H. Cloning and expression of an oligo-1,6-glucosidase gene from Arthrobacter globiformis I42 and biochemical characterization of the recombinant enzyme. J. Appl. Glycosci. 2004, 51, 37-40.
https://www.jstage.jst.go.jp/article/jag/51/1/51_1_37/_article
2003
- Watanabe, K., Rude, M. A., Walsh, C. T., Khosla, C. Engineered biosynthesis of an ansamycin polyketide precursor in Escherichia coli. Proc. Natl. Acad. Sci. USA 2003, 100, 9774-9778.
https://www.pnas.org/content/100/17/9774
- Watanabe, K., Wang, C. C. C., Boddy, C. N., Cane, D. E., Khosla, C. Understanding substrate specificity of polyketide synthase modules by generating hybrid multimodular synthases. J. Biol. Chem. 2003, 278, 42020-42026.
https://www.sciencedirect.com/science/article/pii/S0021925820827367?via%3Dihub
- Watanabe, K., Khosla, C., Stroud, R. M., Tsai, S. C. Crystal structure of an acyl-ACP dehydrogenase from the FK520 polyketide biosynthetic pathway: insights into extender unit biosynthesis. J. Mol. Biol. 2003, 334, 435-444.
https://www.sciencedirect.com/science/article/pii/S0022283603012701?via%3Dihub
- Ose, T., Watanabe, K., Mie, T., Honma, M., Watanabe, H., Yao, M., Oikawa, H., Tanaka, I. Insight into a natural Diels-Alder reaction from the structure of macrophomate synthase. Nature 2003, 422, 185-189.
https://www.nature.com/articles/nature01454
- 渡辺賢二, Combinatorial Biosynthesisへの挑戦: ポリケタイド生合成遺伝子による hybrid multimodular synthasesの基質特異性, 化学と生物, 2003, 41, 753-756, 日本農芸化学会.
https://www.jstage.jst.go.jp/article/kagakutoseibutsu1962/41/11/41_11_753/_article/-char/ja/
2000
- Oikawa, H., Yagi, K., Ohashi, S., Watanabe, K., Mie, T., Ichihara, A., Honma, M., Kobayashi, K. Potent inhibition of macrophomate synthase by reaction intermediate analogs. Biosci. Biotechnol. Biochem. 2000, 64, 2368-2379.
https://www.tandfonline.com/doi/abs/10.1271/bbb.64.2368
- Watanabe, K., Mie, T., Ichihara, A., Oikawa, H., Honma, M. Detailed reaction mechanism of macrophomate synthase: extraordinary enzyme catalyzing five-step transformation from 2-pyrones to benzoates. J. Biol. Chem. 2000, 275, 38393-38401.
https://www.sciencedirect.com/science/article/pii/S0021925819559695?via%3Dihub
- Watanabe, K., Mie, T., Ichihara, A., Oikawa, H., Honma, M. Substrate diversity of macrophomate synthase catalyzing an unusual multistep transformation from 2-pyrones to benzoates. Biosci. Biotechnol. Biochem. 2000, 64, 530-538.
https://www.jstage.jst.go.jp/article/bbb/64/3/64_3_530/_article/-char/en
- Watanabe, K., Oikawa, H., Yagi, K., Ohashi, S., Mie, T., Ichihara, A., Honma, M. Macrophomate synthase: characterization, sequence, and expression in Escherichia coli of the novel enzyme catalyzing unusual multistep transformation of 2-pyrones to benzoates. J. Biochem. 2000, 127, 467-473.
https://academic.oup.com/jb/article/127/3/467/891920?login=true
- Watanabe, K., Mie, T., Ichihara, A., Oikawa, H., Honma, M. Reaction mechanism of the macrophomate synthase: experimental evidence on intermediacy of a bicyclic compound. Tetrahedron Lett. 2000, 41, 1443-1446.
https://www.sciencedirect.com/science/article/pii/S0040403999023114?via%3Dihub