Adenosine-mediated photoreaction of 4,5',8-trimethylpsoralen with alcohols.
Irradiation of thin films consisting of 4,5',8-trimethylpsoralen (TMP), adenosine and small amounts of alcohols led to TMP-alcohol photoadducts in addition to TMP-adenosine photoadducts. Four TMP-ethanol and two TMP-methanol adducts have been separated and characterized. Covalent bonds were formed between the 4-carbon of TMP and the alpha-carbon to the hydroxy group in the alcohols. The TMP-alcohol photoadducts were formed only in the TMP film containing small amounts of alcohol and adenosine. Furthermore, no photoadduct of TMP and ribose was detected upon photolysis of a TMP-ribose film, suggesting that the adenine moiety plays a specific role in the reaction. The interaction of adenosine with psoralens in a dry film may be related to the DNA sequence selectivity observed for the photoreaction of psoralens with DNA.
Yun
M H
MH
Department of Chemistry, Korea Advanced Institute of Science and Technology, Yusong-gu, Taejon, Korea.
Choi
S J
SJ
Shim
S C
SC
D000241:Adenosine / Q000737:chemistry* / Q000528:radiation effects; D002851:Chromatography, High Pressure Liquid; D000431:Ethanol / Q000737:chemistry* / Q000528:radiation effects; D010782:Photolysis; D013056:Spectrophotometry, Ultraviolet; D013057:Spectrum Analysis; D014307:Trioxsalen / Q000737:chemistry* / Q000528:radiation effects
D000431:Ethanol; D000241:Adenosine; D014307:Trioxsalen