STUDIES OF THE REACTION OF ACETALDEHYDE WITH DEOXYNUCLEOSIDES

被引:92
作者
VACA, CE [1 ]
FANG, JL [1 ]
SCHWEDA, EKH [1 ]
机构
[1] KAROLINSKA INST,NOVUM,HUDDINGE HOSP,CLIN RES CTR,S-14157 HUDDINGE,SWEDEN
关键词
ACETALDEHYDE; DEOXYNUCLEOSIDE ADDUCT; REACTION MECHANISM;
D O I
10.1016/0009-2797(95)03632-V
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 acetaldehyde with deoxynucleosides was studied in buffered solutions at room temperature (22-24 degrees C) and neutral pH. Reaction products were obtained with all deoxynucleosides with the exception of thymidine, as shown by reversed-phase HPLC analysis. The order of reactivity was dGuo>dAdo>dCyd, for which three, two and one reaction products, respectively, were obtained. We report here data on the kinetics of the reactions, the stability of the adducts at physiolgical pH, product yields, UV-spectroscopic data at different pH values, and describe the synthesis, isolation and structural characterization by FAB/MS and NMR of the stable adducts of acetaldehyde with dGuo. Furthermore, the formation of adducts with dGuo by the cooperative reaction of Aa with ethanol was studied.
引用
收藏
页码:51 / 67
页数:17
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