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タイトル: | Development of DNA Metalloenzymes Using a Rational Design Approach and Application in the Asymmetric Diels-Alder Reaction |
著者: | Park, Soyoung Okamura, Izumi Sakashita, Sohei Yum, Ji Hye Acharya, Chiranjit Gao, Li Sugiyama, Hiroshi https://orcid.org/0000-0001-8923-5946 (unconfirmed) |
著者名の別形: | 朴, 昭映 岡村, 和泉 坂下, 宗平 杉山, 弘 |
キーワード: | asymmetric catalysis Cu(II) ion Diels-Alder reaction DNA enantiomeric preference ligand freedom metalloenzyme |
発行日: | 7-Aug-2015 |
出版者: | American Chemical Society |
誌名: | ACS Catalysis |
巻: | 5 |
号: | 8 |
開始ページ: | 4708 |
終了ページ: | 4712 |
抄録: | We report here DNA metalloenzymes that catalyzed the asymmetric Diels-Alder reactions with high conversion, excellent endo/exo selectivities, and enantioselectivities up to -97% ee. Their catalytic-pocket architectures were organized using a rational design strategy based on the Cu(II) ion, the composition of nucleobases, and the incorporation of flexible linkers. Without using the mirror image of B-DNA, DNA metalloenzymes afforded the opposite enantiomer of the Diels-Alder product compared with those obtained using a supramolecular Cu(II)-dmbpy/st-DNA catalyst system. Furthermore, we devised DNA metalloenzymes without the incorporation of an artificial binding ligand and successfully performed Diels-Alder carbon-carbon bond-forming reactions. This study provides a new perspective on the catalytic repertoire of nucleic acids in the realm of protein-dominated metalloenzymes. |
著作権等: | © 2015 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see 10.1021/acscatal.5b01046. The full-text file will be made open to the public on 07 August 2016 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。 |
URI: | http://hdl.handle.net/2433/230917 |
DOI(出版社版): | 10.1021/acscatal.5b01046 |
出現コレクション: | 学術雑誌掲載論文等 |
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