Antiviral action of 5-bromo-2′-deoxyuridine and polyoma virus-specific RNA synthesis

Zemla, J; Tarábek, J

doi:10.1016/0166-3542(81)90004-8

Cited by 1 publication

(1 citation statement)

References 24 publications

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“…Moreover, bromination of cytosine has long been recognized to alter the secondary structure of DNA, favoring the formation of Z-DNA (52). Brominated pyrimidine compounds exhibit antiviral activity and alter normal nucleotide metabolism (53,54). Brominated pyrimidine ribonucleotides can be incorporated also into mammalian RNA, in which they might exert cytotoxic effects by interfering with RNA metabolism (55,56).…”

Section: Discussionmentioning

confidence: 99%

Bromination of deoxycytidine by eosinophil peroxidase: A mechanism for mutagenesis by oxidative damage of nucleotide precursors

Henderson

Byun

Williams

et al. 2001

Proc. Natl. Acad. Sci. U.S.A.

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Oxidants generated by eosinophils during chronic inflammation may lead to mutagenesis in adjacent epithelial cells. Eosinophil peroxidase, a heme enzyme released by eosinophils, generates hypobromous acid that damages tissue in inflammatory conditions. We show that human eosinophils use eosinophil peroxidase to produce 5-bromodeoxycytidine. Flow cytometric, immunohistochemical, and mass spectrometric analyses all demonstrated that 5-bromodeoxycytidine generated by eosinophil peroxidase was taken up by cultured cells and incorporated into genomic DNA as 5-bromodeoxyuridine. Although previous studies have focused on oxidation of chromosomal DNA, our observations suggest another mechanism for oxidative damage of DNA. In this scenario, peroxidase-catalyzed halogenation of nucleotide precursors yields products that subsequently can be incorporated into DNA. Because the thymine analog 5-BrUra mispairs with guanine in DNA, generation of brominated pyrimidines by eosinophils might constitute a mechanism for cytotoxicity and mutagenesis at sites of inflammation.

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Section: Discussionmentioning

confidence: 99%