FOOTPRINT CATALYSIS .9. MOLECULAR FOOTPRINT CATALYTIC CAVITIES IMPRINTED WITH CHIRAL HYDANTOINS - ENANTIOSELECTIVE HYDANTOINASE MIMICS

被引：26

作者：

MATSUISHI, T ^{[1
]}

SHIMADA, T ^{[1
]}

MORIHARA, K ^{[1
]}

机构：

[1] NARA WOMENS UNIV, FAC SCI, DEPT CHEM, KITAOUYANISHI, NARA 630, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 03期

关键词：

D O I：

10.1246/bcsj.67.748

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Imprinting using chiral 5-phenyhydantoins ((5R)- and (5S)-5-pheny-2,4-imidazolinedione) as templates could mark chiral molecular footprint-like cavities on a silica (alumina) gel surface. These cavities displayed evident enantioselective catalyses in reactions of (R)- and (S)-N-carboxyphenylglycine anhydrides, and (R)- and (S)-5-phenylhydantoins with 2,4-dinitrophenolate, respectively. A proposed mechanism and temperature effects on catalysis suggested that the enantioselectivities depended on the binding step of the catalysis.

引用

页码：748 / 756

页数：9

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