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PHOTO REACTION OF 4,5‘,8‐TRIMETHYLPSORALEN WITH ADENOSINE
Author(s) -
Shim Sang Chul,
Choi Seung Ju
Publication year - 1990
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1990.tb08665.x
Subject(s) - adenosine , chemistry , adduct , covalent bond , mass spectrometry , selectivity , photochemistry , ribose , chromatography , catalysis , organic chemistry , biochemistry , enzyme
— The near‐UV induced photoreaction of 4,5′,8‐trimethylpsoralen (TMP) with adenosine was investigated in a dry film state. Four major photoadducts were isolated and purified by reverse‐phase liquid chromatography. The structures of the photoproducts were elucidated on the basis of spectroscopic methods, including UV, FT‐IR, mass spectrometry (FAB and EI methods) and H‐NMR analysis. These photoproducts were characterized to be TMP‐adenosine 1:1 adducts, which resulted from the covalent bond formation between the carbon C(4) of TMP and ribose 1′ or 5′ carbon of adenosine. Of the photoadducts, one photoadduct (V) was the major product, reflecting some selectivity in the photoreaction of TMP with adenosine in the solid state.