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ACETONE‐SENSITIZED DIMERIZATION OF CYTOSINE DERIVATIVES *
Author(s) -
VARGHESE A. J.
Publication year - 1972
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.1751-1097.1972.tb06232.x
Subject(s) - chemistry , deamination , aqueous solution , cyclobutane , cytosine , dimer , acetone , uracil , photochemistry , irradiation , ring (chemistry) , stereochemistry , organic chemistry , dna , biochemistry , physics , nuclear physics , enzyme
— Irradiation of cytosine derivatives in aqueous solution in the presence of acetone with light of wavelength > 290 nm results in the formation of cyclobutane‐type dimers. A mixture of cis‐syn, cis‐anti and trans‐anti isomers are formed, the trans‐anti dimer being the major product. The trans‐anti isomers have been isolated as crystalline products and are found to be fairly stable in the solid state. These dimeric products undergo deamination in neutral aqueous solution. In acidic solution monomerization is an important reaction whereas in alkaline solution ring opening is the major mode of degradation. The results of analysis of the photo‐products are compared with those of sensitized irradiation of uracil and undine.