NDLI: Understanding the Behavior of Thermomyces lanuginosus Lipase in Acylation of Pyrimidine Nucleosides Possessing 2′-Substituent

Content Provider	Springer Nature Link
Author	Bi, Yan Hong Du, Wen Ying Wang, Zhao Yu Chen, Xiao Ming Nie, Ling Hong Zong, Min Hua
Copyright Year	2014
Abstract	The effect of 2′-differing substituent groups (such as the H, F, Cl, Br, OCH$_{3}$) as well as various chain lengths of the acyl substrates (C6, C10, and C14) on the performance of Thermomyces lanuginosus lipase for the regioselective acylation of pyrimidine nucleoside analogs was investigated systematically for the first time. The results evidently demonstrated that changing substituents in nucleosides had a significant influence on the substrate specificity for the enzymatic reaction, possibly due to the differences in physicochemical properties of the substituents and the special shape of the substrate binding site in enzyme active region. With respect to the chain-length selectivity, the enzyme exhibited the highest 5′-regioselectivity toward the longer chain (C14) as compared to short (C6 and C10) ones. The reason might be attributed to the presence of the interaction between the acyl chain and the large hydrophobic substrate-binding pocket.
Starting Page	556
Ending Page	563
Page Count	8
File Format	PDF
ISSN	02732289
Journal	Applied Biochemistry and Biotechnology
Volume Number	174
Issue Number	2
e-ISSN	15590291
Language	English
Publisher	Springer US
Publisher Date	2014-08-01
Publisher Place	Boston
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Nucleoside analogs Thermomyces lanuginosus lipase Substituent Substrate specificity Regioselective acylation Biotechnology Biochemistry
Content Type	Text
Resource Type	Article
Subject	Medicine Molecular Biology Environmental Engineering Biochemistry Bioengineering Applied Microbiology and Biotechnology Biotechnology

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