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ページ内目次

2024

発表論文


  • 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

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.

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ページの先頭へ戻る

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

書籍

ページの先頭へ戻る

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

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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

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

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

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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

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

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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

2006

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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

2003

2000

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