Literature DB >> 3995651

The influence of N7 substituents on the stability of N7-alkylated guanosines.

N Müller, G Eisenbrand.   

Abstract

Guanosine alkylated at the 7-position readily decomposed by imidazole ring opening and depurination. There is a direct correlation between the electron-withdrawing effects, expressed as the Taft substituent constant sigma*, of various alkylsubstituents in 7-position and the respective acid dissociation constants and chemical stabilities of 7-alkylated guanosines. The respective values for the slopes of the regression lines were rho* = +1.89 for imidazole ring opening and rho* = +0.175 for the depurination reaction. Unknown Taft constants can be determined from the sigma*/pKa regression line.

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Year:  1985        PMID: 3995651     DOI: 10.1016/s0009-2797(85)80094-6

Source DB:  PubMed          Journal:  Chem Biol Interact        ISSN: 0009-2797            Impact factor:   5.192


  7 in total

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Authors:  Kent S Gates
Journal:  Chem Res Toxicol       Date:  2009-11       Impact factor: 3.739

2.  A 32P-postlabeling method for detecting unstable N-7-substituted deoxyguanosine adducts in DNA.

Authors:  D Yu; T Q Niu; P Austin-Ritchie; D B Ludlum
Journal:  Proc Natl Acad Sci U S A       Date:  1994-07-19       Impact factor: 11.205

Review 3.  DNA adducts and DNA damage by antineoplastic and carcinogenic N-nitrosocompounds.

Authors:  G Eisenbrand; N Müller; E Denkel; W Sterzel
Journal:  J Cancer Res Clin Oncol       Date:  1986       Impact factor: 4.553

Review 4.  DNA adducts in experimental cancer research.

Authors:  K Hemminki; A Försti; R Mustonen; K Savela
Journal:  J Cancer Res Clin Oncol       Date:  1986       Impact factor: 4.553

5.  Specificity and kinetics of interstrand and intrastrand bifunctional alkylation by nitrogen mustards at a G-G-C sequence.

Authors:  G B Bauer; L F Povirk
Journal:  Nucleic Acids Res       Date:  1997-03-15       Impact factor: 16.971

6.  Chemical Biology of N5-Substituted Formamidopyrimidine DNA Adducts.

Authors:  Suresh S Pujari; Natalia Tretyakova
Journal:  Chem Res Toxicol       Date:  2016-12-13       Impact factor: 3.739

7.  Isolation of a formamidopyrimidine-DNA glycosylase (fpg) mutant of Escherichia coli K12.

Authors:  S Boiteux; O Huisman
Journal:  Mol Gen Genet       Date:  1989-01
  7 in total

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