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An Unexpected Example of Protein‐Templated Click Chemistry

2010; Wiley; Volume: 49; Issue: 38 Linguagem: Inglês

10.1002/anie.201002205

1521-3773

Takayoshi Suzuki, Yosuke Ota, Yuki Kasuya, Motoh Mutsuga, Yoko KAWAMURA, Hiroki Tsumoto, Hidehiko Nakagawa, M. G. Finn, Naoki Miyata,

Histone Deacetylase Inhibitors Research

Angewandte Chemie International EditionVolume 49, Issue 38 p. 6817-6820 Communication An Unexpected Example of Protein-Templated Click Chemistry† Dr. Takayoshi Suzuki, Dr. Takayoshi Suzuki [email protected] Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407 PRESTO (Japan) Science and Technology Agency (JST), 4-1-8 Honcho Kawaguchi, Saitama 332-0012 (Japan)Search for more papers by this authorYosuke Ota, Yosuke Ota Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407Search for more papers by this authorYuki Kasuya, Yuki Kasuya Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407Search for more papers by this authorDr. Motoh Mutsuga, Dr. Motoh Mutsuga Division of Food Additives, National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501 (Japan)Search for more papers by this authorDr. Yoko Kawamura, Dr. Yoko Kawamura Division of Food Additives, National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501 (Japan)Search for more papers by this authorDr. Hiroki Tsumoto, Dr. Hiroki Tsumoto Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407Search for more papers by this authorDr. Hidehiko Nakagawa, Dr. Hidehiko Nakagawa Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407Search for more papers by this authorProf. M. G. Finn, Prof. M. G. Finn [email protected] Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA), Fax: (+1) 858-784-8850Search for more papers by this authorProf. Naoki Miyata, Prof. Naoki Miyata [email protected] Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407 Division of Organic Chemistry, National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501 (Japan)Search for more papers by this author Dr. Takayoshi Suzuki, Dr. Takayoshi Suzuki [email protected] Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407 PRESTO (Japan) Science and Technology Agency (JST), 4-1-8 Honcho Kawaguchi, Saitama 332-0012 (Japan)Search for more papers by this authorYosuke Ota, Yosuke Ota Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407Search for more papers by this authorYuki Kasuya, Yuki Kasuya Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407Search for more papers by this authorDr. Motoh Mutsuga, Dr. Motoh Mutsuga Division of Food Additives, National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501 (Japan)Search for more papers by this authorDr. Yoko Kawamura, Dr. Yoko Kawamura Division of Food Additives, National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501 (Japan)Search for more papers by this authorDr. Hiroki Tsumoto, Dr. Hiroki Tsumoto Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407Search for more papers by this authorDr. Hidehiko Nakagawa, Dr. Hidehiko Nakagawa Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407Search for more papers by this authorProf. M. G. Finn, Prof. M. G. Finn [email protected] Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA), Fax: (+1) 858-784-8850Search for more papers by this authorProf. Naoki Miyata, Prof. Naoki Miyata [email protected] Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1 Tanabe-dori, Mizuho-ku, Nagoya, Aichi 467-8603 (Japan), Fax: (+81) 52-836-3407 Division of Organic Chemistry, National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501 (Japan)Search for more papers by this author First published: 16 August 2010 https://doi.org/10.1002/anie.201002205Citations: 61 † This work was supported in part by the JST PRESTO program (T.S.) and grants from Taisho Pharmaceutical Co., Ltd. (T.S.), the Uehara Memorial Foundation (T.S.), and the Skaggs Institute for Chemical Biology (M.G.F.). Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat Graphical Abstract It all happened with a click: In a search for histone deacetylase (HDAC) inhibitors using in situ click chemistry, the first example of protein–Cu acceleration of the azide–alkyne cycloaddition reaction was uncovered. The copper center in the protein target HDAC8 catalyzed triazole formation between one azide–alkyne pair among 30 possibilities. These results provide a new route to HDAC inhibitors and a precedent for new types of protein-based catalysts for click chemistry. Citing Literature Supporting Information Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Filename Description anie_201002205_sm_miscellaneous_information.pdf345.5 KB miscellaneous_information Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. Volume49, Issue38September 10, 2010Pages 6817-6820 RelatedInformation