FAR-UV PHOTOCHEMISTRY AND PHOTOSENSITIZATION OF 2'-DEOXYCYTIDYLYL-(3'-5')-THYMIDINE - ISOLATION AND CHARACTERIZATION OF THE MAIN PHOTOPRODUCTS

被引:58
作者
DOUKI, T [1 ]
CADET, J [1 ]
机构
[1] CEN,SESAM,DRFMC,LES ACIDES NUCL LAB,85 X,F-38041 GRENOBLE,FRANCE
关键词
DNA DAMAGES; DCPT PHOTOLESIONS; DEAMINATION; (6-4) PHOTOPRODUCTS; CYCLOBUTANE DIMERS; DEWAR ISOMER;
D O I
10.1016/1011-1344(92)85124-D
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
Far-UV irradiation of 2'-deoxycytidylyl-(3'-5')-thymidine (dCpT) gave rise to the pyrimidine (6-4) pyrimidone adduct and its Dewar valence isomer as the main photoproducts. The absolute configuration of the former adduct was determined and its photoisomerization studied. A comparison of the alkali lability of both compounds showed that hydrolysis of the phosphodiester bond occurs for the Dewar valence isomer but not for its (6-4) precursor. In addition, the trans-syn and cis-syn cyclobutane dimers of dCpT were obtained by acetophenone photosensitization and characterized. Finally, the deamination rate constants for this series of compounds were shown to be dramatically influenced by the nature and the configuration of the photoproducts.
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页码:199 / 213
页数:15
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