Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions

被引：11

作者：

Bayat, Saadi ^{[1
,2
]}

Tejo, Bimo A. ^{[3
]}

Abdulmalek, Emilia ^{[1
,2
]}

Salleh, Abu Bakar ^{[1
]}

Normi, Yahaya M. ^{[1
]}

Rahman, Mohd Basyaruddin Abdul ^{[1
,2
]}

机构：

[1] Univ Putra Malaysia, Enzyme & Microbial Technol Res Ctr, Serdang 43400, Malaysia

[2] Univ Putra Malaysia, Fac Sci, Dept Chem, Serdang 43400, Malaysia

[3] Surya Univ, Ctr Infect Dis Res, Banten 15810, Indonesia

来源：

RSC ADVANCES | 2014年 / 4卷 / 73期

关键词：

PROTEIN SECONDARY STRUCTURE; KETO REDUCTASE SUPERFAMILY; PROLINE-BASED DIPEPTIDES; MICHAEL ADDITION; CATALYSTS; WATER; SPECTROSCOPY; TRIPEPTIDES; ALDEHYDES; EFFICIENT;

D O I：

10.1039/c4ra04866k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Peptides as a kind of important chiral scaffold are broadly identified for their obvious advantages, diverse structures and accessibility. Based on promiscuous aldo-keto-reductase enzymes, several mimetic peptides were designed which were synthesized and tested as multifunctional organocatalysts in direct asymmetric aldol reactions. The corresponding aldol products were produced with high yields (up to 97%) and excellent diastereoselectivities (up to 99/1) and enantioselectivities (>98%) under mild reaction selectivity and enantioselectivity. The secondary structures of peptide catalysts provide an understanding of their mechanism.

引用

页码：38859 / 38868

页数：10