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Formation of a dihydropyridine derivative as a potential cross‐link derived from malondialdehyde in physiological systems
Author(s) -
Slatter David A,
Murray Martin,
Bailey Allen J
Publication year - 1998
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/s0014-5793(97)01554-8
Subject(s) - malondialdehyde , chemistry , dihydropyridine , glycation , derivative (finance) , lysine , schiff base , biochemistry , stereochemistry , oxidative stress , organic chemistry , receptor , calcium , amino acid , financial economics , economics
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.