Protein Information

Name sulfotransferases (protein family or complex)
Synonyms sulfotransferase; sulfotransferases

Compound Information

Name pentachlorophenol
CAS 2,3,4,5,6-pentachlorophenol

Reference List

PubMed Abstract RScore(About this table)
2401045 Mangold BL, Erickson J, Lohr C, McCann DJ, Mangold JB: Self-catalyzed irreversible inactivation of rat hepatic aryl sulfotransferase IV by N-hydroxy-2-acetylaminofluorene. Carcinogenesis. 1990 Sep;11(9):1563-7.


The inactivation was PAPS dependent and blocked by the sulfotransferase inhibitor, pentachlorophenol.
0(0,0,0,0) Details
6257402 Kadlubar FF, Unruh LE, Flammang TJ, Sparks D, Mitchum RK, Mulder GJ: Alteration of urinary levels of the carcinogen, N-hydroxy-2-naphthylamine, and its N-glucuronide in the rat by control of urinary pH, inhibition of metabolic sulfation, and changes in biliary excretion. Chem Biol Interact. 1981 Jan;33(2-3):129-47.

Pentachlorophenol, a known inhibitor of hepatic sulfotransferases, was shown to cause a 2--3-fold increase in the urinary levels of N-HO-2-NA N-glucuronide and N-HO-2-NA from 2-NA-treated rats.
81(1,1,1,1) Details
2480190 van de Poll ML, Tijdens RB, Vondracek P, Bruins AP, Meijer DK, Meerman JH: The role of sulfation in the metabolic activation of N-hydroxy-4'-fluoro-4-acetylaminobiphenyl. Carcinogenesis. 1989 Dec;10(12):2285-91.

N-OH-FAABP was a substrate for sulfotransferases in vitro and sulfation was inhibited by the sulfotransferase inhibitors pentachlorophenol (PCP) and 2,6-dichloro-4-nitrophenol (DCNP).
81(1,1,1,1) Details
9485541 Daimon H, Sawada S, Asakura S, Sagami F: Inhibition of sulfotransferase affecting in vivo genotoxicity and DNA adducts induced by safrole in rat liver. Teratog Carcinog Mutagen. 1997-1998;17(6):327-37.

The effect of pretreatment with pentachlorophenol (PCP), a known inhibitor of sulfotransferases, on the induction of chromosomal aberrations, sister chromatid exchanges (SCEs), replicative DNA synthesis (RDS), and the formation of DNA adducts was studied in the liver of rats treated with safrole (1-allyl-3,4-methylenedioxy-benzene).
81(1,1,1,1) Details
15975044 Tsoi C, Swedmark S: Sulfation in dog. Curr Drug Metab. 2005 Jun;6(3):275-85.

Stereoselectivity, inhibition by pentachlorophenol, bioactivation of DNA binding species, and gender differences have also been observed for canine sulfotransferases (SULTs).
81(1,1,1,1) Details
9566752 Visser TJ, Kaptein E, Glatt H, Bartsch I, Hagen M, Coughtrie MW: Characterization of thyroid hormone sulfotransferases. . Chem Biol Interact. 1998 Feb 20;109(1-3):279-91.

Different phenol derivatives were found to be potent inhibitors of the sulfation of 3,3'-T2 by native and recombinant sulfotransferases, with pentachlorophenol and 2,4,6-tribromophenol being the most potent.
31(0,1,1,1) Details
10773360 Boles JW, Klaassen CD: Effects of molybdate and pentachlorophenol on the sulfation of acetaminophen. Toxicology. 2000 Apr 20;146(1):23-35.

These data indicate that PCP is more effective in decreasing the sulfation of low than high doses of AA, which may result from less AA, at lower doses, to compete with PCP for sulfotransferases.
2(0,0,0,2) Details
9827058 Finnson KW, Eales JG: Sulfation of thyroid hormones by liver of rainbow trout, Oncorhynchus mykiss. Comp Biochem Physiol C Pharmacol Toxicol Endocrinol. 1998 Oct;120(3):415-20.

Inhibitor profiles for both T4- and T3-sulfation were not significantly different with a common inhibitor preference of rT3 > pentachlorophenol > triiodothyroacetic acid > tetraiodothyroacetic acid T4 = T3 = 3,5-diiodothyronine.
We conclude that: (i) in trout, hepatic sulfation of TH is enzymatic and obeys Michaelis-Menten kinetics; (ii) like mammalian hepatic sulfotransferases (STs), trout hepatic STs are heat-sensitive cytosolic proteins using PAPS as a sulfate donor; (iii) unlike mammalian sulfation of TH, trout hepatic sulfation of T4, T3 and rT3 may be catalyzed by a single form of ST preferring rT3 as substrate and with a catalytic efficiency of rT3 >>> T3 > T4.
1(0,0,0,1) Details
14695936 Chan TS, O'Brien PJ: Hepatocyte metabolism of coenzyme Q1 (ubiquinone-5) to its sulfate conjugate decreases its antioxidant activity. Biofactors. 2003;18(1-4):207-18.

Sulfotransferases may therefore play a significant role in endogenous CoQ metabolism following its degradation to short chain products.
CoQ1 sulfate conjugate formation catalysed by cytosol was inhibited by the sulfotransferase 1A (SULT1A) inhibitor, pentachlorophenol (PCP) suggesting that sulfation was carried out by the SULT 1A isoform.
1(0,0,0,1) Details
16454694 Wang LQ, James MO: Inhibition of sulfotransferases by xenobiotics. Curr Drug Metab. 2006 Jan;7(1):83-104.

SULT activity may be inhibited when humans are exposed to certain xenobiotics including drugs (mefenamic acid, salicylic acid, clomiphene, danazol etc.), dietary chemicals (catechins, food colorants, flavonoids and phytoestrogens etc.), and environmental chemicals (hydroxylated polychlorinated biphenyls, hydroxylated polyhalogenated aromatic hydrocarbons, pentachlorophenol, triclosan and bisphenol A, etc.).
1(0,0,0,1) Details
6594138 Singer SS, Ansel AZ, Van Brunt N, Torres J, Galaska EG: Enzymatic sulfation of steroids--XX. Biochem Pharmacol. 1984 Nov 1;33(21):3485-90.

The enzyme activity per 100 g body weight was elevated 152, 94.9, 140, 140, 73.1, 63.9, 76.9, and 140% after administration of daily i.p. doses of 111 mg spironolactone/kg (6-10 days), 66.7 mg WIN-24540/kg (6-10 days), 150 mg metyrapone/kg (19-31 days), 33.3 mg pentachlorophenol/kg (9-16 days), 16.5 mg aspirin/kg (10-16 days), 90.5 mg alloxan/kg (23.27 days), 104 mg aminoglutethimide/kg (12-20 days), and 16.8 mg propranolol/kg (21-27 days).
Effects of the other test drugs were due to elevation of hepatic levels of sulfotransferases I and II (STI and STII), which much prefer dehydroepiandrosterone as substrate, but also catalyze glucocorticoid sulfation.
1(0,0,0,1) Details
8055653 Kaderlik KR, Mulder GJ, Shaddock JG, Casciano DA, Teitel CH, Kadlubar FF: Effect of glutathione depletion and inhibition of glucuronidation and sulfation on 2-amino-1-methyl-6-phenylimidazo [4,5-b] pyridine (PhIP) metabolism, PhIP-DNA adduct formation and unscheduled DNA synthesis in primary rat hepatocytes. Carcinogenesis. 1994 Aug;15(8):1711-6.


Pentachlorophenol, which strongly inhibits sulfotransferases, decreased adduct formation slightly, but had essentially no effect on UDS or on the formation of PhIP metabolites.
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