Mechanism of Error-Free Bypass of the Environmental Carcinogen N -(2'-Deoxyguanosin-8-yl)-3-aminobenzanthrone Adduct by Human DNA Polymerase η

Patra, Amritraj; Politica, Dustin A.; Chatterjee, Arindom; Tokarsky, E. John; Suo, Zucai; Basu, Ashis K.; Stone, Michael P.; Egli, Martin

doi:10.1002/cbic.201600420

Title: Mechanism of Error-Free Bypass of the Environmental Carcinogen N -(2'-Deoxyguanosin-8-yl)-3-aminobenzanthrone Adduct by Human DNA Polymerase η

Journal Article · Tue Sep 13 00:00:00 EDT 2016 · ChemBioChem: a European journal of chemical biology

DOI:https://doi.org/10.1002/cbic.201600420· OSTI ID:1498412

Patra, Amritraj ^[1]; Politica, Dustin A. ^[2]; Chatterjee, Arindom ^[3]; Tokarsky, E. John ^[4]; Suo, Zucai ^[4]; Basu, Ashis K. ^[3]; Stone, Michael P. ^[2]; Egli, Martin ^[1]

Department of Biochemistry, Vanderbilt University, School of Medicine, 868A Robinson Research Building Nashville TN 37232 USA
Department of Chemistry, Vanderbilt University, College of Arts & Science, Station B Box 1822 Nashville TN 37235 USA
Department of Chemistry, University of Connecticut, 55 North Eagleville Rd Storrs CT 06269 USA
Department of Chemistry and Biochemistry, Ohio State University, 484 West 12th Avenue Columbus OH 43210 USA

The environmental pollutant 3-nitrobenzanthrone produces bulky aminobenzanthrone (ABA) DNA adducts with both guanine and adenine nucleobases. A major product occurs at the C8 position of guanine (C8-dG-ABA). These adducts present a strong block to replicative polymerases but, remarkably, can be bypassed in a largely error-free manner by the human Y-family polymerase η (hPol η). Here, we report the crystal structure of a ternary Pol•DNA•dCTP complex between a C8-dG-ABA-containing template:primer duplex and hPol η. The complex was captured at the insertion stage and provides crucial insight into the mechanism of error-free bypass of this bulky lesion. Specifically, bypass involves accommodation of the ABA moiety inside a hydrophobic cleft to the side of the enzyme active site and formation of an intra-nucleotide hydrogen bond between the phosphate and ABA amino moiety, allowing the adducted guanine to form a standard Watson–Crick pair with the incoming dCTP.

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Research Organization:: Argonne National Lab. (ANL), Argonne, IL (United States). Advanced Photon Source (APS)

Sponsoring Organization:: National Institutes of Health (NIH)

OSTI ID:: 1498412

Journal Information:: ChemBioChem: a European journal of chemical biology, Vol. 17, Issue 21; ISSN 1439-4227

Publisher:: ChemPubSoc Europe

Country of Publication:: United States

Language:: ENGLISH

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