Issue 5, 2010
From the journal:

Photochemical & Photobiological Sciences

Bio-supramolecular photochirogenesis with molecular chaperone: enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate mediated by prefoldin

Kazuki Bando,a   Tamotsu Zako,*b   Masafumi Sakono,b   Mizuo Maeda,b   Takehiko Wada,c   Masaki Nishijima,d   Gaku Fukuhara,a   Cheng Yang,ae   Tadashi Mori,a   Tamara C. S. Pace,f   Cornelia Bohne*f  and  Yoshihisa Inoue*a  

* Corresponding authors

a Department of Applied Chemistry, Osaka University, 2-1 Yamada-oka, Suita, Japan
E-mail: inoue@chem.eng.osaka-u.ac.jp
Fax: +81 6 6879 7923
Tel: +81 6 6879 7920

b Bioengineering Laboratory, RIKEN, 2-1 Hirosawa, Wako, Japan

c Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, 2-1-1 Katahira, Aoba, Sendai, Japan

d Center for Advanced Science and Innovation, Osaka University, 2-1 Yamada-oka, Suita, Japan

e PRESTO, JST, Department of Applied Chemistry, Osaka University, Yamada-oka, Suita, Japan

f Department of Chemistry, University of Victoria, Victoria, BC, Canada

Abstract

Photocyclodimerization of 2-anthracenecarboxylate mediated by molecular chaperone protein was performed for the first time to afford chiral syn-head-to-tail and anti-head-to-head dimers (2 and 3) in 10% and 16% enantiomeric excess, respectively, with enhanced yields of sterically and electrostatically less-favored head-to-head dimers (3 and 4).

Graphical abstract: Bio-supramolecular photochirogenesis with molecular chaperone: enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate mediated by prefoldin

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Article information

DOI
https://doi.org/10.1039/B9PP00186G
Article type
Paper
Submitted
04 Dec 2009
Accepted
05 Feb 2010
First published
02 Mar 2010

Photochem. Photobiol. Sci., 2010,9, 655-660

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Bio-supramolecular photochirogenesis with molecular chaperone: enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate mediated by prefoldin

K. Bando, T. Zako, M. Sakono, M. Maeda, T. Wada, M. Nishijima, G. Fukuhara, C. Yang, T. Mori, T. C. S. Pace, C. Bohne and Y. Inoue, Photochem. Photobiol. Sci., 2010, 9, 655 DOI: 10.1039/B9PP00186G

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