Structure of a hydroxyl radical induced DNA-protein cross-link involving thymine and tyrosine in nucleohistone.

Abstract:

:Hydroxyl radical induced formation of a DNA-protein cross-link involving thymine and tyrosine in nucleohistone is described. Hydroxyl radicals were generated in N2O-saturated aqueous solution by ionizing radiation. Samples of nucleohistone were hydrolyzed with HCl and trimethylsilylated. Analysis of irradiated samples by gas chromatography-mass spectrometry with selected-ion monitoring showed the presence of a thymine-tyrosine cross-link on the basis of typical fragment ions from the previously known mass spectrum of its trimethylsilyl derivative. The yield of this DNA-protein cross-link in nucleohistone was measured at incrementing doses of radiation and found to be a linear function of radiation dose between 14 and 300 Gy (J.kg-1). This yield amounted to 0.003 mumol.J-1. The mechanism of formation of this DNA-protein cross-link is thought to result from H atom abstraction by hydroxyl radicals from the methyl group of thymine followed by the addition of the resultant thymine radical to the carbon 3 position of the tyrosine ring and subsequent oxidation of the adduct radical.

journal_name

Biochemistry

journal_title

Biochemistry

authors

Dizdaroglu M,Gajewski E,Reddy P,Margolis SA

doi

10.1021/bi00434a071

subject

Has Abstract

pub_date

1989-04-18 00:00:00

pages

3625-8

issue

8

eissn

0006-2960

issn

1520-4995

journal_volume

28

pub_type

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