Biochimie 2012-02-01

Diepoxybutane interstrand cross-links induce DNA bending.

Julie T Millard, Erin E McGowan, Sharonda Q Bradley

Index: Biochimie 94(2) , 574-7, (2012)

Full Text: HTML

Abstract

The bifunctional alkylating agent 1,2,3,4-diepoxybutane (DEB) is thought to be a major contributor to the carcinogenicity of 1,3-butadiene, from which it is derived in vivo. DEB forms DNA interstrand cross-links primarily between distal deoxyguanosine residues at the duplex sequence 5'-GNC. In order for the short butanediol tether to span this distance, distortion of the DNA target has been postulated. We determined that the electrophoretic mobility of ligated DNA oligomers containing DEB cross-links was retarded in comparison with control, uncross-linked DNA. Our data are consistent with DNA bending of ∼34° per lesion towards the major groove.Copyright © 2011 Elsevier Masson SAS. All rights reserved.


Related Compounds

  • 2,2′-bioxirane

Related Articles:

Modelling Fanconi anemia pathogenesis and therapeutics using integration-free patient-derived iPSCs.

2014-01-01

[Nat. Commun. 5 , 4330, (2014)]

DNA damage induced by three major metabolites of 1,3-butadiene in human hepatocyte L02 cells.

2012-09-18

[Mutat. Res. 747(2) , 240-5, (2012)]

Alkyltransferase-mediated toxicity of bis-electrophiles in mammalian cells.

2010-02-03

[Mutat. Res. 684(1-2) , 35-42, (2010)]

Protective effect of acetyl-l-carnitine and α-lipoic acid against the acute toxicity of diepoxybutane to human lymphocytes.

2011-10-28

[Toxicology 289(1) , 52-8, (2011)]

1,2:3,4-Diepoxybutane in blood of male B6C3F1 mice and male Sprague-Dawley rats exposed to 1,3-butadiene.

2011-12-15

[Toxicol. Lett. 207(3) , 286-90, (2011)]

More Articles...