Bio-supramolecular photochirogenesis with molecular chaperone: enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate mediated by prefoldin.
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).
Bando
Kazuki
K
Department of Applied Chemistry, Osaka University, 2-1 Yamada-oka, Suita, 565-0871, Japan.
Zako
Tamotsu
T
Sakono
Masafumi
M
Maeda
Mizuo
M
Wada
Takehiko
T
Nishijima
Masaki
M
Fukuhara
Gaku
G
Yang
Cheng
C
Mori
Tadashi
T
Pace
Tamara C S
TC
Bohne
Cornelia
C
Inoue
Yoshihisa
Y
D000873:Anthracenes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D019281:Dimerization; D008958:Models, Molecular; D018832:Molecular Chaperones / Q000737:chemistry*; D015394:Molecular Structure; D010777:Photochemistry; D013237:Stereoisomerism
C476641:2-anthracenecarboxylate; D000873:Anthracenes; D002264:Carboxylic Acids; D018832:Molecular Chaperones; C112806:prefoldin