THE REACTION OF 4-HYDROXY-2-NONENAL WITH N-ALPHA-ACETYL-L-HISTIDINE

被引：25

作者：

TSAI, L ^{[1
]}

SOKOLOSKI, EA ^{[1
]}

机构：

[1] NHLBI,BIOPHYS CHEM LAB,BETHESDA,MD 20892

来源：

FREE RADICAL BIOLOGY AND MEDICINE | 1995年 / 19卷 / 01期

基金：

美国国家卫生研究院;

关键词：

4-HYDROXY-2-NONENAL; LIPID PEROXIDATION; ALPHA; BETA-UNSATURATED ALDEHYDE; HISTIDINE; MICHAEL REACTION; FREE RADICALS;

D O I：

10.1016/0891-5849(95)00009-M

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：

The reaction of 4-hydroxy-2-nonenal and N-alpha-acetyl-L-histidine was studied in pH 7.1 phosphate buffer. The main product isolated was assigned a cyclic hemiacetal structure formed by the additon of one of the imidazole nitrogen atoms to the alpha,beta-unsaturated aldehyde system of 4-hydroxy-2-nonenal. This structural assignment was based on the analyses of the NMR and mass spectral data of two derivatives obtained from the cyclic hemiacetal. The establishment of this cyclic hemiacetal structure supports the proposal made by Uchida and Stadtman(6) that 4-hydroxy-2-nonenal modified histidyl residues in insulin by a Michael reaction.

引用

页码：39 / 44

页数：6

共 9 条

[1]

CRESTFIELD AM, 1963, J BIOL CHEM, V238, P2413

[2]

DEMONTARBY L, 1989, B SOC CHIM FR, P419

[3] CHEMISTRY AND BIOCHEMISTRY OF 4-HYDROXYNONENAL, MALONALDEHYDE AND RELATED ALDEHYDES [J].