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Titolo:
CHEMISTRY OF MUCONALDEHYDES OF POSSIBLE RELEVANCE TO THE TOXICOLOGY OF BENZENE
Autore:
BLEASDALE C; KENNEDY G; MACGREGOR JO; NIESCHALK J; PEARCE K; WATSON WP; GOLDING BT;
Indirizzi:
UNIV NEWCASTLE UPON TYNE,DEPT CHEM,BEDSON BLDG NEWCASTLE TYNE NE1 7RUTYNE & WEAR ENGLAND UNIV NEWCASTLE UPON TYNE,DEPT CHEM NEWCASTLE TYNE NE1 7RU TYNE & WEARENGLAND KONINKLIJKE SHELL EXPTL PROD LAB,DEPT TOXICOL AMSTERDAM NETHERLANDS
Titolo Testata:
Environmental health perspectives
, volume: 104, anno: 1996, supplemento:, 6
pagine: 1201 - 1209
SICI:
0091-6765(1996)104:<1201:COMOPR>2.0.ZU;2-J
Fonte:
ISI
Lingua:
ENG
Soggetto:
VINYL-CHLORIDE; DNA; ADDUCTS; METABOLITES; ACROLEIN; ISOMERS;
Keywords:
MUCONALDEHYDE; MUCONALDEHYDE (ISOMERS); MUCONALDEHYDE (STABILITY); PYRROLE ADDUCTS (AMINO ACID); PYRROLE ADDUCTS (NUCLEOSIDE); BENZENE;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
17
Recensione:
Indirizzi per estratti:
Citazione:
C. Bleasdale et al., "CHEMISTRY OF MUCONALDEHYDES OF POSSIBLE RELEVANCE TO THE TOXICOLOGY OF BENZENE", Environmental health perspectives, 104, 1996, pp. 1201-1209

Abstract

(Z,Z)-Muconaldehyde reacted with primary amines to give N-substituted-2-(2'-oxoethyl)-pyrroles, which were reduced to N-substituted-2-(2'-hydroxyethyl)-pyrroles by sodium borohydride. The pyrrole-forming reaction is exhibited by valine and its methyl ester, and is being developed with terminal valine in hemoglobin as a means of dose monitoring (Z,Z)-muconaldehyde, a putative metabolite of benzene. Reactions in aqueous solution between (Z,Z)-muconaldebyde and adenosine, deoxyadenosine,guanosine, or deoxyguanosine reading to pyrrole-containing adducts are described. The elucidation of the structures of the adducts was assisted by the study of reactions between (Z,Z)-muconaldehyde and both nucleoside derivatives and a model compound for guanosine. Reactions of (Z,Z)-muconaldehyde are complicated by its isomerization to (E,Z)- and(E,E)-muconaldehyde. The kinetics of this process have been studied in benzene, acetonitrile, and dimethylsulfoxide.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 22/10/20 alle ore 03:40:27