Literature DB >> 18205065

"One-pot" syntheses of malondialdehyde adducts of nucleosides.

Jozsef Szekely1, Hao Wang, Katherine M Peplowski, Charles G Knutson, Lawrence J Marnett, Carmelo J Rizzo.   

Abstract

Short, "one-pot" syntheses of malondialdehyde adducts of deoxyguanosine, deoxyadenosine, and deoxycytidine are described. These syntheses proceed in improved yield and easier purification than previous syntheses and are well suited for the preparation of isotopically labeled nucleoside adducts for biomarker and metabolic studies.

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Year:  2008        PMID： 18205065      PMCID： PMC3129002          DOI： 10.1080/15257770701795797

Source DB:  PubMed          Journal:  Nucleosides Nucleotides Nucleic Acids        ISSN： 1525-7770            Impact factor:   1.381


  14 in total

Review 1.  Endogenous generation of reactive oxidants and electrophiles and their reactions with DNA and protein.

Authors:  Lawrence J Marnett; James N Riggins; James D West
Journal:  J Clin Invest       Date:  2003-03       Impact factor: 14.808

2.  Measurement of the malondialdehyde-2'-deoxyguanosine adduct in human urine by immuno-extraction and liquid chromatography/atmospheric pressure chemical ionization tandem mass spectrometry.

Authors:  Anne-Mette Hoberg; Michael Otteneder; Lawrence J Marnett; Henrik E Poulsen
Journal:  J Mass Spectrom       Date:  2004-01       Impact factor: 1.982

3.  Regioselective 1-alkylation of 2'-deoxyguanosine.

Authors:  Yanhe Huang; Francis Johnson
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2002 Jun-Jul       Impact factor: 1.381

4.  Site-specific synthesis of oligonucleotides containing malondialdehyde adducts of deoxyguanosine and deoxyadenosine via a postsynthetic modification strategy.

Authors:  Hao Wang; Ivan D Kozekov; Albena Kozekova; Pamela J Tamura; Lawrence J Marnett; Thomas M Harris; Carmelo J Rizzo
Journal:  Chem Res Toxicol       Date:  2006-11       Impact factor: 3.739

5.  Enzymatic synthesis of purine deoxynucleoside adducts.

Authors:  M C Chapeau; L J Marnett
Journal:  Chem Res Toxicol       Date:  1991 Nov-Dec       Impact factor: 3.739

6.  Studies of the reaction of malondialdehyde with cytosine nucleosides.

Authors:  K Stone; A Uzieblo; L J Marnett
Journal:  Chem Res Toxicol       Date:  1990 Sep-Oct       Impact factor: 3.739

7.  Kinetics and mechanism of the general-acid-catalyzed ring-closure of the malondialdehyde-DNA adduct, N2-(3-oxo-1-propenyl)deoxyguanosine (N2OPdG-), to 3-(2'-Deoxy-beta-D-erythro-pentofuranosyl)pyrimido[1,2-alpha]purin- 10(3H)-one (M1dG).

Authors:  James N Riggins; Derek A Pratt; Markus Voehler; J Scott Daniels; Lawrence J Marnett
Journal:  J Am Chem Soc       Date:  2004-09-01       Impact factor: 15.419

8.  A novel synthesis of malondialdehyde adducts of deoxyguanosine, deoxyadenosine, and deoxycytidine.

Authors:  Hao Wang; Lawrence J Marnett; Thomas M Harris; Carmelo J Rizzo
Journal:  Chem Res Toxicol       Date:  2004-02       Impact factor: 3.739

9.  Identification of adducts formed by reaction of guanine nucleosides with malondialdehyde and structurally related aldehydes.

Authors:  A K Basu; S M O'Hara; P Valladier; K Stone; O Mols; L J Marnett
Journal:  Chem Res Toxicol       Date:  1988 Jan-Feb       Impact factor: 3.739

Review 10.  Biological relevance of adduct detection to the chemoprevention of cancer.

Authors:  Ricky A Sharma; Peter B Farmer
Journal:  Clin Cancer Res       Date:  2004-08-01       Impact factor: 12.531
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  8 in total

1.  Monitoring in vivo metabolism and elimination of the endogenous DNA adduct, M1dG {3-(2-deoxy-beta-D-erythro-pentofuranosyl)pyrimido[1,2-alpha]purin-10(3H)-one}, by accelerator mass spectrometry.

Authors:  Charles G Knutson; Paul L Skipper; Rosa G Liberman; Steven R Tannenbaum; Lawrence J Marnett
Journal:  Chem Res Toxicol       Date:  2008-05-08       Impact factor: 3.739

2.  Mass spectrometric methods for the analysis of nucleoside-protein cross-links: application to oxopropenyl-deoxyadenosine.

Authors:  Sarah C Shuck; Kristie L Rose; Lawrence J Marnett
Journal:  Chem Res Toxicol       Date:  2013-12-20       Impact factor: 3.739

Review 3.  The Cooked Meat Carcinogen 2-Amino-1-methyl-6-phenylimidazo[4,5-b]pyridine Hair Dosimeter, DNA Adductomics Discovery, and Associations with Prostate Cancer Pathology Biomarkers.

Authors:  Jingshu Guo; Joseph S Koopmeiners; Scott J Walmsley; Peter W Villalta; Lihua Yao; Paari Murugan; Resha Tejpaul; Christopher J Weight; Robert J Turesky
Journal:  Chem Res Toxicol       Date:  2022-04-21       Impact factor: 3.973

4.  Structural and functional analysis of Sulfolobus solfataricus Y-family DNA polymerase Dpo4-catalyzed bypass of the malondialdehyde-deoxyguanosine adduct.

Authors:  Robert L Eoff; Jennifer B Stafford; Jozsef Szekely; Carmelo J Rizzo; Martin Egli; F Peter Guengerich; Lawrence J Marnett
Journal:  Biochemistry       Date:  2009-08-04       Impact factor: 3.162

5.  Selection of monoclonal antibodies against 6-oxo-M(1)dG and their use in an LC-MS/MS assay for the presence of 6-oxo-M(1)dG in vivo.

Authors:  Dapo Akingbade; Philip J Kingsley; Sarah C Shuck; Tracy Cooper; Robert Carnahan; Jozef Szekely; Lawrence J Marnett
Journal:  Chem Res Toxicol       Date:  2012-01-24       Impact factor: 3.739

6.  Oxidative stress increases M1dG, a major peroxidation-derived DNA adduct, in mitochondrial DNA.

Authors:  Orrette R Wauchope; Michelle M Mitchener; William N Beavers; James J Galligan; Jeannie M Camarillo; William D Sanders; Philip J Kingsley; Ha-Na Shim; Thomas Blackwell; Thong Luong; Mark deCaestecker; Joshua P Fessel; Lawrence J Marnett
Journal:  Nucleic Acids Res       Date:  2018-04-20       Impact factor: 16.971

7.  Oxidation and glycolytic cleavage of etheno and propano DNA base adducts.

Authors:  Charles G Knutson; Emily H Rubinson; Dapo Akingbade; Carolyn S Anderson; Donald F Stec; Katya V Petrova; Ivan D Kozekov; F Peter Guengerich; Carmelo J Rizzo; Lawrence J Marnett
Journal:  Biochemistry       Date:  2009-02-03       Impact factor: 3.162

Review 8.  Chemistry and biology of DNA containing 1,N(2)-deoxyguanosine adducts of the alpha,beta-unsaturated aldehydes acrolein, crotonaldehyde, and 4-hydroxynonenal.

Authors:  Irina G Minko; Ivan D Kozekov; Thomas M Harris; Carmelo J Rizzo; R Stephen Lloyd; Michael P Stone
Journal:  Chem Res Toxicol       Date:  2009-05       Impact factor: 3.739
  8 in total

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