Chemoselective Oxime Reactions in Proteins and Peptides by Using an Optimized Oxime Strategy: The Demise of Levulinic Acid

被引：13

作者：

Agten, Stijn M. ^{[1
]}

Suylen, Dennis ^{[1
]}

Ippel, Hans ^{[1
]}

Kokozidou, Maria ^{[1
]}

Tans, Guido ^{[1
]}

van de Vijver, Pieter ^{[1
]}

Koenen, Rory R. ^{[1
]}

Hackeng, Tilman M. ^{[1
]}

机构：

[1] Maastricht Univ, Dept Biochem, Cardiovasc Res Inst Maastricht CARIM, NL-6200 MD Maastricht, Netherlands

来源：

CHEMBIOCHEM | 2013年 / 14卷 / 18期

关键词：

bioconjugation; ketones; oximes; peptides; RANTES; CATALYSIS; LIGATION;

D O I：

10.1002/cbic.201300598

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Selecting the right partner faster: In protein chemoselective conjugation, the use of levulinic acid for ketone introduction leads to slow oxime formation and poor yield because of internal cyclization, especially at low concentrations. A mechanism for cyclization is proposed and alternative keto-acids have been tested. These showed faster formation of oximes without side products. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：2431 / 2434

页数：4

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