Protein Information

Name aldehyde dehydrogenase (protein family or complex)
Synonyms aldehyde dehydrogenase; aldehyde dehydrogenases

Compound Information

Name EPTC
CAS

Reference List

PubMed Abstract RScore(About this table)
7968224 Quistad GB, Sparks SE, Casida JE: Aldehyde dehydrogenase of mice inhibited by thiocarbamate herbicides. Life Sci. 1994;55(20):1537-44.

The herbicide S-ethyl N,N-dipropylthiocarbamate (EPTC) and three of its candidate metabolites (the sulfoxide, N-depropyl and S-methyl derivatives) inhibit mitochondrial low-Km aldehyde dehydrogenase (ALDH) in liver by 56 to 82% 2 hr after these thiocarbamates are administered intraperitoneally (ip) to mice at 8 mg/kg.
82(1,1,1,2) Details
7836301 Nagy I, Schoofs G, Compernolle F, Proost P, Vanderleyden J, de Mot R: Degradation of the thiocarbamate herbicide EPTC (S-ethyl dipropylcarbamothioate) and biosafening by Rhodococcus sp. strain NI86/21 involve an inducible cytochrome P-450 system and aldehyde dehydrogenase. J Bacteriol. 1995 Feb;177(3):676-87.
33(0,1,1,3) Details
7840792 Hart BW, Faiman MD: Inhibition of rat liver low Km aldehyde dehydrogenase by thiocarbamate herbicides. Biochem Pharmacol. 1995 Jan 18;49(2):157-63.

Representative herbicides studied were n-propyl, n-propylthiocarbamate ethyl ester (EPTC), molinate, vernolate, ethiolate and butylate.
2(0,0,0,2) Details
8605289 Staub RE, Sparks SE, Quistad GB, Casida JE: S-methylation as a bioactivation mechanism for mono- and dithiocarbamate pesticides as aldehyde dehydrogenase inhibitors. Chem Res Toxicol. 1995 Dec;8(8):1063-9.

Eight S-alkyl and S-(chloroallyl) thiocarbamate herbicides (EPTC, molinate, butylate, vernolate, pebulate, diallate, sulfallate, and triallate), but not their S-chlorobenzyl analog (thiobencarb), undergo sequential liberation of the thiocarbamic acid and then S-methylation, forming the S-methyl thiocarbamates which are new metabolites and potential aldehyde dehydrogenase inhibitors.
2(0,0,0,2) Details
10513990 Staub RE, Quistad GB, Casida JE: S-methyl N-butylthiocarbamate sulfoxide: selective carbamoylating agent for mouse mitochondrial aldehyde dehydrogenase. Biochem Pharmacol. 1999 Nov 1;58(9):1467-73.

2(0,0,0,2) Details
14967014 Zimmerman LJ, Valentine HL, Valentine WM: Characterization of S-(N,N-Dialkylaminocarbonyl) cysteine Adducts and Enzyme Inhibition Produced by Thiocarbamate Herbicides in the Rat. Chem Res Toxicol. 2004 Feb;17(2):258-67.

Molinate has been shown to generate an S-hexahydro-1H-azepine-1-carbonyl adduct on the Cys-125 residue of the beta2- and beta3-chains of rat globin analogous to that reported for disulfiram and to inhibit aldehyde dehydrogenase and nonspecific esterase activity.
To address these aims, rats were exposed ip to molinate, vernolate, ethiolate, EPTC, or butylate for 5 days after which hemogloblin was isolated and analyzed for protein adducts using HPLC and matrix-assisted laser desorption ionization time-of-flight mass spectrometry.
1(0,0,0,1) Details