Abstract
A DNA duplex containing the primary acrolein adduct, 3-(2-deoxy-β-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 bis-nucleoside 6, which was independently prepared by direct reaction of 2 with dGuo.
Original language | English (US) |
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Pages (from-to) | 1482-1485 |
Number of pages | 4 |
Journal | Chemical Research in Toxicology |
Volume | 14 |
Issue number | 11 |
DOIs | |
State | Published - 2001 |
Externally published | Yes |
ASJC Scopus subject areas
- Toxicology