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


Citation

Bayat, Saadi and Tejo, Bimo Ario and Abd. Malek, Emilia and Salleh, Abu Bakar and Mohd Yahaya, Normi and Abdul Rahman, Mohd Basyaruddin (2014) Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions. RSC Advances, 4 (73). pp. 38859-38868. ISSN 2046-2069

Abstract

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.


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Additional Metadata

Item Type: Article
Divisions: Faculty of Biotechnology and Biomolecular Sciences
Faculty of Science
DOI Number: https://doi.org/10.1039/c4ra04866k
Publisher: Royal Society of Chemistry
Keywords: Rational design; Mimetic peptides; Aldo-ketoreductase enzyme; Asymmetric organocatalysts; Aldol reactions
Depositing User: Nurul Ainie Mokhtar
Date Deposited: 31 Dec 2015 01:24
Last Modified: 05 Apr 2017 05:03
Altmetrics: http://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.1039/c4ra04866k
URI: http://psasir.upm.edu.my/id/eprint/35158
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