Skip to main content
U.S. Department of Energy
Office of Scientific and Technical Information

3-(Trifluoromethyl)-3-(m-(/sup 125/I)iodophenyl)diazirine photolabels a substrate-binding site of rat hepatic cytochrome P-450 form PB-4

Journal Article · · Biochemistry; (United States)
OSTI ID:6846649

Hepatic microsomes isolated from untreated male rats or from rats pretreated with phenobarbital (PB) or 3-methylcholanthrene (3-MC) were labeled with the hydrophobic, photoactivated reagent 3-(trifluoromethyl)-3-(m-(/sup 125/I)iodophenyl)diazirine ((/sup 125/I)TID). (/sup 125/I)TID incorporation into 3-MC- and PB-induced liver microsomal protein was enhanced 5- and 8-fold, respectively, relative to the incorporation of (/sup 125/I)TID into uninduced liver microsomes. The major hepatic microsomal cytochrome P-450 forms inducible by PB and 3-MC, respectively designated P-450s PB-4 and BNF-B, were shown to be the principal polypeptides labeled by (/sup 125/I)TID in the correspondingly induced microsomes. Trypsin cleavage of (/sup 125/I)TID-labeled microsomal P-450 PB-4 yielded several radiolabeled fragments, with a single labeled peptide of Mr approximately 4000 resistant to extensive proteolytic digestion. The following experiments suggested that TID binds to the substrate-binding site of P-450 PB-4. (/sup 125/I)TID incorporation into microsomal P-450 PB-4 was inhibited in a dose-dependent manner by the P-450 PB-4 substrate benzphetamine. In the absence of photoactivation, TID inhibited competitively about 80% of the cytochrome P-450-dependent 7-ethoxycoumarin O-deethylation catalyzed by PB-induced microsomes with a Ki of 10 microM; TID was a markedly less effective inhibitor of the corresponding activity catalyzed by microsomes isolated from uninduced or beta-naphthoflavone-induced livers.

Research Organization:
New York Univ. Medical Center, NY
OSTI ID:
6846649
Journal Information:
Biochemistry; (United States), Journal Name: Biochemistry; (United States) Vol. 17; ISSN BICHA
Country of Publication:
United States
Language:
English

Similar Records

3-(trifluoromethyl)-3-(m-(/sup 125/I)iodopheynyl)diazirine ((/sup 125/I)TID) labels a substrate-binding site of rat hepatic cytochrome P-450 (P-450) form PB-4
Conference · Thu May 01 00:00:00 EDT 1986 · Fed. Proc., Fed. Am. Soc. Exp. Biol.; (United States) · OSTI ID:5389646

( sup 125 I)2-iodo-3,7,8-trichlorodibenzo-p-dioxin-binding species in mouse liver induced by agonists for the Ah receptor: Characterization and identification
Journal Article · Sat Jul 01 00:00:00 EDT 1989 · Molecular Pharmacology; (USA) · OSTI ID:5512378

Photolabeling of membrane-bound Torpedo nicotinic acetylcholine receptor with the hydrophobic probe 3-trifluoromethyl-3-(m-(/sup 125/I)iodophenyl)diazirine
Journal Article · Mon Nov 28 23:00:00 EST 1988 · Biochemistry; (United States) · OSTI ID:6245151