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Titolo:
PYRIDYLOXOBUTYL ADDUCT O-6-[4-OXO-4-(3-PYRIDYL)BUTYL] GUANINE IS PRESENT IN ETHYLNITROSAMINO)-1-(3-PYRIDYL)-1-BUTANONE-TREATED DNA AND IS ASUBSTRATE FOR O-6-ALKYLGUANINE-DNA ALKYLTRANSFERASE
Autore:
WANG LJ; SPRATT TE; LIU XK; HECHT SS; PEGG AE; PETERSON LA;
Indirizzi:
AMER HLTH FDN,DIV CHEM CARCINOGENESIS,1 DANA RD VALHALLA NY 10595 AMER HLTH FDN,DIV CHEM CARCINOGENESIS VALHALLA NY 10595 AMER HLTH FDN,DIV PATHOL VALHALLA NY 10595 AMER HLTH FDN,DIV TOXICOL VALHALLA NY 10595 PENN STATE UNIV,MILTON S HERSHEY MED CTR,COLL MED,DEPT CELLULAR & MOLPHYSIOL HERSHEY PA 17033
Titolo Testata:
Chemical research in toxicology
fascicolo: 5, volume: 10, anno: 1997,
pagine: 562 - 567
SICI:
0893-228X(1997)10:5<562:PAOGIP>2.0.ZU;2-H
Fonte:
ISI
Lingua:
ENG
Soggetto:
HUMAN O6-METHYLGUANINE-DNA METHYLTRANSFERASE; TOBACCO-SPECIFIC NITROSAMINES; CHEMICAL CARCINOGENESIS; F344 RATS; 4-(METHYLNITROSAMINO)-1-(3-PYRIDYL)-1-BUTANONE; N'-NITROSONORNICOTINE; HEMOGLOBIN; REPAIR; MODEL; LUNG;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
27
Recensione:
Indirizzi per estratti:
Citazione:
L.J. Wang et al., "PYRIDYLOXOBUTYL ADDUCT O-6-[4-OXO-4-(3-PYRIDYL)BUTYL] GUANINE IS PRESENT IN ETHYLNITROSAMINO)-1-(3-PYRIDYL)-1-BUTANONE-TREATED DNA AND IS ASUBSTRATE FOR O-6-ALKYLGUANINE-DNA ALKYLTRANSFERASE", Chemical research in toxicology, 10(5), 1997, pp. 562-567

Abstract

The lung carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is activated to reactive metabolites that methylate or pyridyloxobutylate DNA. Previous studies demonstrated that pyridyloxobutylated DNA interferes with the repair of O-6-methylguanine (O-6-mG) by O-6-alkylguanine-DNA alkyltransferase (AGT). The AGT reactivity of pyridyloxobutylated DNA was attributed to (pyridyloxobutyl)guanine adducts. One potential AGT substrate adduct, 2'deoxy-O-6-[4-oxo-4-(3-pyridyl)butyllguano (O-6-pobdG), was prepared. This adduct was stable at pH 7.0 for greater than 13 days and to neutral thermal hydrolysis conditions (pH 7.0, 100 degrees C, 30 min). Under mild acid hydrolysis conditions (0.1N HCl, 80 degrees C), O-6-pobdG was depurinated to yield O-6-[4-oxo-4-(3-pyridyl)butyl]guanine (O-6-pobG). O-6-pobdG was hydrolyzed to 4-hydroxy-1-(3-pyridyl)-1-butanone and guanine under strong acid hydrolysis conditions (0.8 N HCl, 80 degrees C). O-6-pobG was detected in 0.1 NCl hydrolysates of DNA alkylated with the model pyridyloxobutylating agent 4-(acetoxymethylnitrosamino)-1-(3-[5-H-3] ([5-H-3]MVKOAc). When [5-H-3]NNKOAc-treated DNA was incubated with either rat liver or recombinant human AGT, O-6-pobG was removed, presumably a result of transferof the pyridyloxobutyl group from the O-6-position of guanine to AGT's active site.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 13/07/20 alle ore 10:27:54