Bisphenol derivative of allysine for high-performance liquid chromatographic analysis of allysine residue of proteins

被引:9
作者
Jahanmard, E [1 ]
Suyama, K [1 ]
机构
[1] Tohoku Univ, Grad Sch Agr Sci, Div Life Sci, Dept Bioorgan Chem,Aoba Ku, Sendai, Miyagi 9818555, Japan
来源
JOURNAL OF CHROMATOGRAPHY B | 2000年 / 739卷 / 02期
关键词
allysine; bisphenol; proteins;
D O I
10.1016/S0378-4347(99)00556-3
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Allysine is the most important precursor of physiologically essential cross-links formation in collagen and elastin and is formed by enzymatic oxidative deamination of lysine residues. Because it is a highly reactive aldehyde, many cross-linking amino acid residues may arise from its reaction with other allysine residues or lysine or even histidine residues. We purified and isolated an allysine bisphenol derivative, 1-amino-1-carboxy-5,5-bis-p-hydroxyphenylpentane (ACPP), from the reaction products of phenol and allysine residue of bovine ligamentum nuchae by acid hydrolysis in 6 M HCl. The structure of ACPP was verified by UV, fast atom bombardment-MS, H-1- and C-13-nuclear magnetic resonance spectroscopies. The optimal reaction condition for ACPP synthesis accompanied by hydrolysis of such proteins was investigated and an ion-paired high-performance liquid chromatographic method for determination of allysine as ACPP was also developed. (C) 2000 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:273 / 280
页数:8
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