Formation of a dihydropyridine derivative as a potential cross‐link derived from malondialdehyde in physiological systems

FEBS Letters

Slatter, David A²  Murray, Martin¹  Bailey, Allen J² 

[1] School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK;Collagen Research Group, Division of Molecular and Cellular Biology, University of Bristol, Langford, Bristol BS40 5DS, UK

关键词: Glycation;    Atherosclerosis;    Nuclear magnetic resonance;    Malondialdehyde;    MDA;    malondialdehyde;    NPMDD;    N-propyl-4-methyl 2;    6-dihydropyridine 3;    5-dicarbaldehyde;    β-LAA;    β-lysyl aminoacrolein;    CBZ-lysine;    N-carbobenzoxy-lysine;   

DOI  :  10.1016/S0014-5793(97)01554-8

学科分类：生物化学/生物物理

来源: John Wiley & Sons Ltd.

【 摘 要 】

Malondialdehyde is a major oxidation product of lipids which is capable of cross-linking the collagen of the cardiovascular system. Identification of cross-links usually involves degradative procedures. In this paper, we use a novel, direct, approach using nuclear magnetic resonance to identify early and labile products. Initial model studies show that malondialdehyde reacts with lysine to form a dihydropyridine derivative rather than the unstable imidopropene Schiff base previously reported. The aldehydes on the pyridine ring could react further to cross-link collagen and stiffen the aorta, thereby promoting further glycation, a process that would be accelerated in diabetes.

【 授权许可】

Unknown