Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
5
pubmed:dateCreated
1992-3-2
pubmed:abstractText
The in vitro S-oxygenation of thiobencarb (Bolero; p-chlorobenzyl N,N-diethylthiocarbamate) in the presence of hepatic microsomes from freshwater- and seawater-adapted striped bass was investigated. Thiobencarb S-oxide was the principal metabolite and accounted for 98% of the total thiobencarb metabolized by striped bass liver microsomes. Studies on the biochemical mechanisms for striped bass hepatic S-oxygenation suggest that this reaction is catalyzed largely by the flavin-containing monooxygenase and to a lesser extent by cytochromes P-450. Following the short incubation period used, no thiobencarb sulfone was detected and no evidence was found for a contribution of cooxidation in the S-oxidation of thiobencarb. This conclusion was supported by studies with microsomes and purified mammalian monooxygenases which also metabolized thiobencarb without cooxidizing factors. Highly purified cytochrome P-450IIB-1 S-oxygenated thiobencarb more efficiently than highly purified hog liver flavin-containing monoxygenase. Thiobencarb S-oxide and thiobencarb sulfone were efficient carbamylating agents and reacted with thiol and amine nucleophiles, whereas thiobencarb itself was relatively stable to transthiocarbamylation. Monooxygenase-catalyzed S-oxygenation of thiobencarb by striped bass liver microsomes may represent a bioactivation process which could explain the known toxicity of thiobencarb in fish.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:issn
0893-228X
pubmed:author
pubmed:issnType
Print
pubmed:volume
3
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
433-40
pubmed:dateRevised
2007-11-14
pubmed:meshHeading
pubmed:articleTitle
S-oxygenation of thiobencarb (Bolero) in hepatic preparations from striped bass (Morone saxatilis) and mammalian systems.
pubmed:affiliation
Department of Pharmaceutical Chemistry, School of Pharmacy, University of California, San Francisco, California 94143-0446.
pubmed:publicationType
Journal Article, Research Support, U.S. Gov't, P.H.S., Research Support, Non-U.S. Gov't