Literature DB >> 25181003

Mechanisms for enzymatic cleavage of the N-glycosidic bond in DNA.

Alexander C Drohat1, Atanu Maiti.   

Abstract

DNA glycosylasn class="Chemical">es remove damaged or enzymatically modified nucleobases from DNA, thereby initiating the base excision repair (BER) pathway, which is found in all forms of life. These ubiquitous enzymes promote genomic integrity by initiating repair of mutagenic and/or cytotoxic lesions that arise continuously due to alkylation, deamination, or oxidation of the normal bases in DNA. Glycosylases also perform essential roles in epigenetic regulation of gene expression, by targeting enzymatically-modified forms of the canonical DNA bases. Monofunctional DNA glycosylases hydrolyze the N-glycosidic bond to liberate the target base, while bifunctional glycosylases mediate glycosyl transfer using an amine group of the enzyme, generating a Schiff base intermediate that facilitates their second activity, cleavage of the DNA backbone. Here we review recent advances in understanding the chemical mechanism of monofunctional DNA glycosylases, with an emphasis on how the reactions are influenced by the properties of the nucleobase leaving-group, the moiety that varies across the vast range of substrates targeted by these enzymes.

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Year:  2014        PMID: 25181003      PMCID: PMC4238931          DOI: 10.1039/c4ob01063a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  91 in total

1.  DNA lesion recognition by the bacterial repair enzyme MutM.

Authors:  J Christopher Fromme; Gregory L Verdine
Journal:  J Biol Chem       Date:  2003-10-01       Impact factor: 5.157

Review 2.  A mechanistic perspective on the chemistry of DNA repair glycosylases.

Authors:  James T Stivers; Yu Lin Jiang
Journal:  Chem Rev       Date:  2003-07       Impact factor: 60.622

3.  Nucleophilic participation in the transition state for human thymidine phosphorylase.

Authors:  Matthew R Birck; Vern L Schramm
Journal:  J Am Chem Soc       Date:  2004-03-03       Impact factor: 15.419

4.  Dissecting the broad substrate specificity of human 3-methyladenine-DNA glycosylase.

Authors:  Patrick J O'Brien; Tom Ellenberger
Journal:  J Biol Chem       Date:  2003-12-19       Impact factor: 5.157

5.  Solution structure and base perturbation studies reveal a novel mode of alkylated base recognition by 3-methyladenine DNA glycosylase I.

Authors:  Chunyang Cao; Keehwan Kwon; Yu Lin Jiang; Alexander C Drohat; James T Stivers
Journal:  J Biol Chem       Date:  2003-09-16       Impact factor: 5.157

6.  Human alkyladenine DNA glycosylase uses acid-base catalysis for selective excision of damaged purines.

Authors:  Patrick J O'Brien; Tom Ellenberger
Journal:  Biochemistry       Date:  2003-10-28       Impact factor: 3.162

Review 7.  Enzymatic transition state poise and transition state analogues.

Authors:  Vern L Schramm
Journal:  Acc Chem Res       Date:  2003-08       Impact factor: 22.384

8.  First principles calculations of the pKa values and tautomers of isoguanine and xanthine.

Authors:  Katherine Noyes Rogstad; Yun Hee Jang; Lawrence C Sowers; William A Goddard
Journal:  Chem Res Toxicol       Date:  2003-11       Impact factor: 3.739

9.  Probing the requirements for recognition and catalysis in Fpg and MutY with nonpolar adenine isosteres.

Authors:  Anthony W Francis; Sandra A Helquist; Eric T Kool; Sheila S David
Journal:  J Am Chem Soc       Date:  2003-12-31       Impact factor: 15.419

10.  Electrostatic guidance of glycosyl cation migration along the reaction coordinate of uracil DNA glycosylase.

Authors:  Mario A Bianchet; Lauren A Seiple; Yu Lin Jiang; Yoshitaka Ichikawa; L Mario Amzel; James T Stivers
Journal:  Biochemistry       Date:  2003-11-04       Impact factor: 3.162

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  24 in total

1.  Kinetic Methods for Studying DNA Glycosylases Functioning in Base Excision Repair.

Authors:  Christopher T Coey; Alexander C Drohat
Journal:  Methods Enzymol       Date:  2017-04-26       Impact factor: 1.600

2.  Synthesis of 5-Dihydroxyboryluridine Phosphoramidite and Its Site-Specific Incorporation into Oligonucleotides for Probing Thymine DNA Glycosylase.

Authors:  Sam Kavoosi; Debasis Dey; Kabirul Islam
Journal:  Org Lett       Date:  2019-08-26       Impact factor: 6.005

Review 3.  Repair of oxidatively induced DNA damage by DNA glycosylases: Mechanisms of action, substrate specificities and excision kinetics.

Authors:  Miral Dizdaroglu; Erdem Coskun; Pawel Jaruga
Journal:  Mutat Res Rev Mutat Res       Date:  2017-02-16       Impact factor: 5.657

4.  Structural basis of damage recognition by thymine DNA glycosylase: Key roles for N-terminal residues.

Authors:  Christopher T Coey; Shuja S Malik; Lakshmi S Pidugu; Kristen M Varney; Edwin Pozharski; Alexander C Drohat
Journal:  Nucleic Acids Res       Date:  2016-08-31       Impact factor: 16.971

5.  Excision of 5-Carboxylcytosine by Thymine DNA Glycosylase.

Authors:  Lakshmi S Pidugu; Qing Dai; Shuja S Malik; Edwin Pozharski; Alexander C Drohat
Journal:  J Am Chem Soc       Date:  2019-11-18       Impact factor: 15.419

6.  Selective base excision repair of DNA damage by the non-base-flipping DNA glycosylase AlkC.

Authors:  Rongxin Shi; Elwood A Mullins; Xing-Xing Shen; Kori T Lay; Philip K Yuen; Sheila S David; Antonis Rokas; Brandt F Eichman
Journal:  EMBO J       Date:  2017-10-20       Impact factor: 11.598

7.  Dynamics of the excised base release in thymine DNA glycosylase during DNA repair process.

Authors:  Lin-Tai Da; Yi Shi; Guodong Ning; Jin Yu
Journal:  Nucleic Acids Res       Date:  2018-01-25       Impact factor: 16.971

Review 8.  Role of Base Excision "Repair" Enzymes in Erasing Epigenetic Marks from DNA.

Authors:  Alexander C Drohat; Christopher T Coey
Journal:  Chem Rev       Date:  2016-08-08       Impact factor: 60.622

9.  Human OGG1 activity in nucleosomes is facilitated by transient unwrapping of DNA and is influenced by the local histone environment.

Authors:  Katharina Bilotti; Erin E Kennedy; Chuxuan Li; Sarah Delaney
Journal:  DNA Repair (Amst)       Date:  2017-09-01

10.  The DNA glycosylase AlkD uses a non-base-flipping mechanism to excise bulky lesions.

Authors:  Elwood A Mullins; Rongxin Shi; Zachary D Parsons; Philip K Yuen; Sheila S David; Yasuhiro Igarashi; Brandt F Eichman
Journal:  Nature       Date:  2015-10-28       Impact factor: 49.962

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