Literature DB >> 273905

Identification of the principal aflatoxin B1-DNA adduct formed in vivo in rat liver.

R G Croy, J M Essigmann, V N Reinhold, G N Wogan.   

Abstract

The products of in vivo covalent binding of activated aflatoxin B1 (AFB1) to DNA have been investigated in rats. The principal covalent product formed in liver DNA of rats treated with AFB1 has been identified as 2,3-dihydro-2-(N7-guanyl)-3-hydroxy-aflatoxin B1. This compound was isolated from the liver DNA of rats dosed with AFB1 (2.0 mg/kg) in sufficient quantity for characterization by physicochemical techniques, including field-desorption mass spectrometry. This information together with results of chemical methylation of the compound proved that the major adduct formed between DNA and AFB1 in vivo is identical to that produced in vitro when AFB1 is incubated with DNA in the presence of a rat liver microsomal activating system. Quantitative studies of formation of this compound revealed a dose-dependent relationship between the level of its occurence in liver DNA and AFB1 doses over the range 0.125-1.0 mg/kg.

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Year:  1978        PMID： 273905      PMCID： PMC392416          DOI： 10.1073/pnas.75.4.1745

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN： 0027-8424            Impact factor:   11.205


  25 in total

1.  ISOLATION OF NUCLEI FROM MAMMALIAN TISSUES THROUGH THE USE OF TRITON X-100.

Authors:  W C HYMER; E L KUFF
Journal:  J Histochem Cytochem       Date:  1964-05       Impact factor: 2.479

2.  FURTHER STUDIES ON THE ALKYLATION OF NUCLEIC ACIDS AND THEIR CONSTITUENT NUCLEOTIDES.

Authors:  P D LAWLEY; P BROOKES
Journal:  Biochem J       Date:  1963-10       Impact factor: 3.857

3.  THE STRUCTURES OF AFLATOXINS B AND G.

Authors:  T ASAO; G BUECHI; M M ABDEL-KADER; S B CHANG; E L WICK; G N WOGAN
Journal:  J Am Chem Soc       Date:  1965-02-20       Impact factor: 15.419

4.  POSSIBLE SYNTHESIS OF POLYRIBONUCLEOTIDES OF KNOWN BASE-TRIPLET SEQUENCES.

Authors:  R W MASTER
Journal:  Nature       Date:  1965-04-03       Impact factor: 49.962

5.  A study of the conditions and mechanism of the diphenylamine reaction for the colorimetric estimation of deoxyribonucleic acid.

Authors:  K BURTON
Journal:  Biochem J       Date:  1956-02       Impact factor: 3.857

6.  Aflatoxin B -oxide generated by chemical or enzymic oxidation of aflatoxin B1 causes guanine substitution in nucleic acids.

Authors:  C N Martin; R C Garner
Journal:  Nature       Date:  1977-06-30       Impact factor: 49.962

7.  2,3-Dihydro-2-(guan-7-yl)-3-hydroxy-aflatoxin B1, a major acid hydrolysis product of aflatoxin B1-DNA or -ribosomal RNA adducts formed in hepatic microsome-mediated reactions and in rat liver in vivo.

Authors:  J K Lin; J A Miller; E C Miller
Journal:  Cancer Res       Date:  1977-12       Impact factor: 12.701

8.  Structural identification of the major DNA adduct formed by aflatoxin B1 in vitro.

Authors:  J M Essigmann; R G Croy; A M Nadzan; W F Busby; V N Reinhold; G Büchi; G N Wogan
Journal:  Proc Natl Acad Sci U S A       Date:  1977-05       Impact factor: 11.205

9.  Aflatoxin B1-2,3-oxide as a probable intermediate in the covalent binding of aflatoxins B1 and B2 to rat liver DNA and ribosomal RNA in vivo.

Authors:  D H Swenson; J K Lin; E C Miller; J A Miller
Journal:  Cancer Res       Date:  1977-01       Impact factor: 12.701

10.  ACUTE TOXICITY OF AFLATOXIN B-1 IN RATS.

Authors:  W H BUTLER
Journal:  Br J Cancer       Date:  1964-12       Impact factor: 7.640
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  47 in total

1.  An intercalation inhibitor altering the target selectivity of DNA damaging agents: synthesis of site-specific aflatoxin B1 adducts in a p53 mutational hotspot.

Authors:  W R Kobertz; D Wang; G N Wogan; J M Essigmann
Journal:  Proc Natl Acad Sci U S A       Date:  1997-09-02       Impact factor: 11.205

2.  Interactions of chemical carcinogens and genetic variation in hepatocellular carcinoma.

Authors:  Yu-Jing Zhang
Journal:  World J Hepatol       Date:  2010-03-27

Review 3.  Occurrence, detection and detoxification of mycotoxins.

Authors:  Visenuo Aiko; Alka Mehta
Journal:  J Biosci       Date:  2015-12       Impact factor: 1.826

4.  Unraveling the aflatoxin-FAPY conundrum: structural basis for differential replicative processing of isomeric forms of the formamidopyrimidine-type DNA adduct of aflatoxin B1.

Authors:  Kyle L Brown; James Z Deng; Rajkumar S Iyer; Lalitha G Iyer; Markus W Voehler; Michael P Stone; Constance M Harris; Thomas M Harris
Journal:  J Am Chem Soc       Date:  2006-11-29       Impact factor: 15.419

5.  Identification of an activated c-Ki-ras oncogene in rat liver tumors induced by aflatoxin B1.

Authors:  G McMahon; L Hanson; J J Lee; G N Wogan
Journal:  Proc Natl Acad Sci U S A       Date:  1986-12       Impact factor: 11.205

6.  Intercellular variation in levels of adducts of aflatoxin B1 and G1 in DNA from rat tissues: a quantitative immunocytochemical study.

Authors:  C P Wild; R Montesano; J Van Benthem; E Scherer; L Den Engelse
Journal:  J Cancer Res Clin Oncol       Date:  1990       Impact factor: 4.553

7.  Characterization of c-Ki-ras and N-ras oncogenes in aflatoxin B1-induced rat liver tumors.

Authors:  G McMahon; E F Davis; L J Huber; Y Kim; G N Wogan
Journal:  Proc Natl Acad Sci U S A       Date:  1990-02       Impact factor: 11.205

8.  Quantitation of aflatoxin B1 adduction within the ribosomal RNA gene sequences of rat liver DNA.

Authors:  T R Irvin; G N Wogan
Journal:  Proc Natl Acad Sci U S A       Date:  1984-02       Impact factor: 11.205

9.  Mutational properties of the primary aflatoxin B1-DNA adduct.

Authors:  E A Bailey; R S Iyer; M P Stone; T M Harris; J M Essigmann
Journal:  Proc Natl Acad Sci U S A       Date:  1996-02-20       Impact factor: 11.205

10.  Aflatoxin B1 mutagenesis, DNA binding, and adduct formation in Salmonella typhimurium.

Authors:  A A Stark; J M Essigmann; A L Demain; T R Skopek; G N Wogan
Journal:  Proc Natl Acad Sci U S A       Date:  1979-03       Impact factor: 11.205
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