Interchain cross-linking of DNA mediated by the principal adduct of acrolein
Interchain cross-linking of DNA mediated by the principal adduct of acrolein
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DOI：
10.1021/tx010127h
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发表时间：
2001-11-01
影响因子：
4.1
通讯作者：
Harris, TM
中科院分区：
文献类型：
--
作者：
Kozekov, ID;Nechev, LV;Harris, TM
在5 '-CpG序列背景下，含有脱氧鸟苷的初级丙烯醛加合物3-（2-脱氧-β-D-异丙基-戊呋喃糖基）-5，6，7，8-四氢-8-羟基嘧啶并[1，2-a]嘌呤-10（3 H）-酮（2）的DNA双链体自发但可逆地与相对链中脱氧鸟苷的环外氨基形成链间交联。该连接足够稳定，使得交联的双链体可以通过HPLC分离并通过MALDI-TOF质谱法表征。酶降解得到组氨酸核苷6，其独立地通过2与dGuo的直接反应制备。
A DNA duplex containing the primary acrolein adduct, 3-(2-deoxy-beta -D-erythro-pentofuranosyl)-5,6,7,8-tetrahydro-8-hydroxypyrimido[1,2-a]purin-10(3H)-one (2), of deoxyguanosine in a 5'-CpG sequence context spontaneously but reversibly formed an interchain cross-link with the exocyclic amino group of deoxyguanosine in the opposing chain. The linkage was sufficiently stable that the cross-linked duplex could be isolated by HPLC and characterized by MALDI-TOF mass spectrometry. Enzymatic degradation gave his-nucleoside 6, which was independently prepared by direct reaction of 2 with dGuo.