Premium
PHOTOALKYLATION OF PURINES IN DNA
Author(s) -
BENISHAI R.,
GREEN M.,
GRAFF E.,
ELAD D.,
STEINMAUS H.,
SALOMON J.
Publication year - 1973
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.1751-1097.1973.tb06345.x
Subject(s) - purine metabolism , purine , guanine , chemistry , pyrimidine dimer , dna , dimer , pyrimidine , ultraviolet light , irradiation , ultraviolet , stereochemistry , photochemistry , biochemistry , organic chemistry , nucleotide , dna damage , enzyme , physics , quantum mechanics , nuclear physics , gene
— Ultraviolet light irradiation of DNA in the presence of alcohols such as 2‐propanol leads to hydroxyalkylation of the purine bases. The purine photoproducts were identified as C‐8 hydroxyalkyl derivatives of adenine and guanine by chromatographic mobility, co‐crystallization with authentic samples, and by photoreversal to the original purines. Experiments are reported which demonstrate that the photoalkylation reaction is dependent upon secondary structural alterations in DNA. It is suggested that the photoalkylation of purines proceeds through free‐radical intermediates. The presence of alcohols during irradiation considerably decreases pyrimidine‐dimer formation.