Literature DB >> 11178826

Synthesis of the C8-deoxyguanosine adduct of the food mutagen IQ.

Z Wang1, C J Rizzo.   

Abstract

[structure: see text] The C8-2'-deoxyguanosine adduct of the food mutagen 2-amino-3-methylimadazo[4,5-f]-quinoline (IQ) has been synthesized. The key step is a palladium-catalyzed N-arylation of a suitably protected 8-bromo-2'-deoxyguanosine derivative.

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Year:  2001        PMID： 11178826     DOI： 10.1021/ol006968h

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  21 in total

1.  Mechanism of replication blocking and bypass of Y-family polymerase {eta} by bulky acetylaminofluorene DNA adducts.

Authors:  Stephanie Schorr; Sabine Schneider; Katja Lammens; Karl-Peter Hopfner; Thomas Carell
Journal:  Proc Natl Acad Sci U S A       Date:  2010-11-12       Impact factor: 11.205

2.  Translesion synthesis past the C8- and N2-deoxyguanosine adducts of the dietary mutagen 2-Amino-3-methylimidazo[4,5-f]quinoline in the NarI recognition sequence by prokaryotic DNA polymerases.

Authors:  James S Stover; Goutam Chowdhury; Hong Zang; F Peter Guengerich; Carmelo J Rizzo
Journal:  Chem Res Toxicol       Date:  2006-11       Impact factor: 3.739

3.  Chemical and electrochemical oxidation of C8-arylamine adducts of 2'-deoxyguanosine.

Authors:  James S Stover; Madalina Ciobanu; David E Cliffel; Carmelo J Rizzo
Journal:  J Am Chem Soc       Date:  2007-01-26       Impact factor: 15.419

4.  Structural insights into the recognition of cisplatin and AAF-dG lesion by Rad14 (XPA).

Authors:  Sandra C Koch; Jochen Kuper; Karola L Gasteiger; Nina Simon; Ralf Strasser; David Eisen; Simon Geiger; Sabine Schneider; Caroline Kisker; Thomas Carell
Journal:  Proc Natl Acad Sci U S A       Date:  2015-06-22       Impact factor: 11.205

5.  Palladium-Catalyzed Coupling of Functionalized Primary and Secondary Amines with Aryl and Heteroaryl Halides: Two Ligands Suffice in Most Cases.

Authors:  Debabrata Maiti; Brett P Fors; Jaclyn L Henderson; Yoshinori Nakamura; Stephen L Buchwald
Journal:  Chem Sci       Date:  2011-01-01       Impact factor: 9.825

6.  Synthesis of Oligodeoxynucleotides Containing a C8-2'-Deoxyguanosine Adduct Formed by the Carcinogen 3-Nitrobenzanthrone.

Authors:  Arindom Chatterjee; Chanchal K Malik; Ashis K Basu
Journal:  Curr Protoc Nucleic Acid Chem       Date:  2017-06-19

7.  Base-displaced intercalated structure of the food mutagen 2-amino-3-methylimidazo[4,5-f]quinoline in the recognition sequence of the NarI restriction enzyme, a hotspot for -2 bp deletions.

Authors:  Feng Wang; Nicholas E DeMuro; C Eric Elmquist; James S Stover; Carmelo J Rizzo; Michael P Stone
Journal:  J Am Chem Soc       Date:  2006-08-09       Impact factor: 15.419

Review 8.  Biaryl phosphane ligands in palladium-catalyzed amination.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

9.  Synthesis of oligonucleotides containing the N2-deoxyguanosine adduct of the dietary carcinogen 2-amino-3-methylimidazo[4,5-f]quinoline.

Authors:  James S Stover; Carmelo J Rizzo
Journal:  Chem Res Toxicol       Date:  2007-10-04       Impact factor: 3.739

10.  Palladium-catalyzed synthesis of nucleoside adducts from bay- and fjord-region diol epoxides.

Authors:  Elise Champeil; Padmanava Pradhan; Mahesh K Lakshman
Journal:  J Org Chem       Date:  2007-06-09       Impact factor: 4.354
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