Protein Information

Name phenol sulfotransferase
Synonyms Aryl sulfotransferase; STP; Aryl sulfotransferase 1; HAST1/HAST2; P PST; P PST 1; PST; Phenol preferring phenol sulfotransferase 1…

Compound Information

Name 1-naphthol
CAS 1-naphthalenol

Reference List

PubMed Abstract RScore(About this table)
18928301 Tyapochkin E, Cook PF, Chen G: Isotope exchange at equilibrium indicates a steady state ordered kinetic mechanism for human sulfotransferase. Biochemistry. 2008 Nov 11;47(45):11894-9. Epub 2008 Oct 18.

The SULT1A1-catalyzed reaction was brought to equilibrium by varying substrate (1-naphthol) and PAPS initial concentrations.
83(1,1,1,3) Details
14508638 Birkner S, Weber S, Dohle A, Schmahl G, Bolt HM, Follmann W: Activities of drug metabolizing enzymes in bovine colon epithelial cell cultures. Arch Toxicol. 2003 Nov;77(11):621-9. Epub 2003 Sep 24.

Whereas activity of amino sulfotransferase (substrate 2-naphthylamine) decreased continuously during the entire culture period, the activity of phenol sulfotransferase (substrate 1-naphthol) decreased only slowly.
81(1,1,1,1) Details
9321525 Oddy EA, Manchee GR, Freeman NM, Ward MA, Coughtrie MW: Purification and characterization of a canine liver phenol sulfotransferase. Drug Metab Dispos. 1997 Oct;25(10):1205-10.

We have purified a phenol sulfotransferase from male dog liver cytosol which sulfates simple phenolic compounds such as 1-naphthol and 4-nitrophenol.
35(0,1,1,5) Details
7839362 Diener B, Abdel-Latif H, Arand M, Oesch F: Xenobiotic metabolizing enzyme activities and viability are well preserved in EDTA-isolated rat liver parenchymal cells after cryopreservation. Toxicol Appl Pharmacol. 1995 Jan;130(1):149-53.

The following phase II enzyme activities were also well maintained after cryopreservation: Phenol sulfotransferase (92%), 1-naphthol UDP-glucuronosyl transferase (95%), soluble epoxide hydrolase (87%), and glutathione S-transferase (88%), determined with broad spectrum substrate 1-chloro-2,4-dinitrobenzene.
31(0,1,1,1) Details
10670822 Bostrom M, Becedas L, DePierre JW: Conjugation of 1-naphthol in primary cell cultures of rat ovarian cells. Chem Biol Interact. 2000 Jan 15;124(2):103-18.

Two phase II enzymes catalyzing conjugation, i.e. phenol sulfotransferase (P-SULT) and phenol UDP-glucuronosyltransferase (P-UGT), were measured using 1-naphthol as substrate.
31(0,1,1,1) Details
16819192 Naganuma M, Saruwatari A, Okamura S, Tamura H: Turmeric and curcumin modulate the conjugation of 1-naphthol in Caco-2 cells. Biol Pharm Bull. 2006 Jul;29(7):1476-9.

In addition, turmeric was found to strongly inhibit in vitro phenol sulfotransferase (SULT) activity and demonstrate moderate inhibitory properties against UDP-glucuronosyl transferase (UGT) activity in Caco-2 cells (IC (50)=0.17 mg/ml and 0.62 mg/ml, respectively).
2(0,0,0,2) Details
6959650 Borchardt RT, Schasteen CS: Phenol sulfotransferase. Biochim Biophys Acta. 1982 Nov 19;708(3):272-9.

The enzyme readily sulfates p-nitrophenol, 2-naphthol, 1-naphthol, and salicylamide, as well as naturally occurring catecholamines.
2(0,0,0,2) Details
1397064 Bamforth KJ, Dalgliesh K, Coughtrie MW: Inhibition of human liver steroid sulfotransferase activities by drugs: a novel mechanism of drug toxicity?. Eur J Pharmacol. 1992 May 1;228(1):15-21.

The inhibition of steroid and phenol sulfotransferase activities in human liver cytosol by a wide range of commonly used drugs was studied.
The xenobiotic substrate 1-naphthol was refractory to substantial inhibition, with the exception of clomiphene.
1(0,0,0,1) Details
19053852 Saruwatari A, Okamura S, Nakajima Y, Narukawa Y, Takeda T, Tamura H: Pomegranate juice inhibits sulfoconjugation in Caco-2 human colon carcinoma cells. J Med Food. 2008 Dec;11(4):623-8.

Among several fruit juices tested (apple, peach, orange, pineapple, grapefruit, and pomegranate), pomegranate juice potently inhibited the sulfoconjugation of 1-naphthol in Caco-2 cells.
We additionally demonstrated that pomegranate juice and punicalagin both inhibit phenol sulfotransferase activity in Caco-2 cells in vitro, at concentrations that are almost equivalent to those used in the Caco-2 cells.
1(0,0,0,1) Details
1582375 Jones AL, Hume R, Bamforth KJ, Coughtrie MW: Estrogen and phenol sulfotransferase activities in human fetal lung. . Early Hum Dev. 1992 Jan;28(1):65-77.

The sulfation of steroid hormones and xenobiotics by human fetal lung cytosol was examined. 1-Naphthol and estrone were extensively sulfated, whereas paracetamol and dehydroepiandrosterone were not good substrates for the pulmonary enzyme.
1(0,0,0,1) Details
10378445 Boles JW, Klaassen CD: Effects of molybdate and pentachlorophenol on the sulfation of alpha-naphthol. Toxicol Lett. 1999 May 20;106(1):1-8.


The phenol-sulfotransferase inhibitor pentachlorophenol (PCP) is often used to distinguish the biological effects of a chemical from its sulfate conjugate.
1(0,0,0,1) Details
17618724 Lee CH, Ito Y, Yanagiba Y, Yamanoshita O, Kim H, Zhang SY, Kamijima M, Gonzalez FJ, Nakajima T: Pyrene-induced CYP1A2 and SULT1A1 may be regulated by CAR and not by AhR. . Toxicology. 2007 Sep 5;238(2-3):147-56. Epub 2007 Jun 2.


Similar effects were also found with sulfotransferase 1A1 expression and the associated 1-hydroxypyrene sulfation activity.
1(0,0,0,1) Details
1949007 Maziasz TJ, Liu J, Madhu C, Klaassen CD: The differential effects of hepatotoxicants on the sulfation pathway in rats. Toxicol Appl Pharmacol. 1991 Sep 15;110(3):365-73.

In addition, phenol sulfotransferase (PST) activity was measured toward 1- and 2-naphthol in order to determine whether apparent changes in PST activity in damaged livers are substrate-dependent.
Treatment with hepatotoxicants generally decreased 1-naphthol-directed PST activity but not PST activity directed toward 2-naphthol.
1(0,0,0,1) Details
16806523 Martin-Skilton R, Coughtrie MW, Porte C: Sulfotransferase activities towards xenobiotics and estradiol in two marine fish species (Mullus barbatus and Lepidorhombus boscii): characterization and inhibition by endocrine disrupters. Aquat Toxicol. 2006 Aug 12;79(1):24-30. Epub 2006 May 10.

We have characterized hepatic phenol sulfotransferase (SULT) activities in two benthic fish species, Mullus barbatus and Lepidorhombus boscii, using p-nitrophenol, dopamine, 17beta-estradiol, 4-nonylphenol, and 1-naphthol as substrates.
Among the tested compounds, 1-naphthol was the most effective substrate for sulfation, with Vmax/Km ratios several hundred-fold higher than the other substrates examined.
1(0,0,0,1) Details
15100179 Sheng JJ, Saxena A, Duffel MW: Influence of phenylalanines 77 and 138 on the stereospecificity of aryl sulfotransferase IV. Drug Metab Dispos. 2004 May;32(5):559-65.

Aryl sulfotransferase (AST) IV (also named tyrosine-ester sulfotransferase and ST1A1) is a major phenol sulfotransferase in the rat, and it catalyzes the sulfation of many drugs, carcinogens, and other xenobiotics that contain phenol, benzylic alcohol, N-hydroxy arylamine, and oxime functional groups.
Previous work discovered a stereospecificity of AST IV toward the enantiomers of 1,2,3,4-tetrahydro-1-naphthol and varying degrees of stereoselectivity with other chiral benzylic alcohols.
1(0,0,0,1) Details
11558573 Isozaki T, Tamura H: Epigallocatechin gallate (EGCG) inhibits the sulfation of 1-naphthol in a human colon carcinoma cell line, Caco-2. Biol Pharm Bull. 2001 Sep;24(9):1076-8.

We have previously reported that epigallocatechin gallate (EGCG) strongly inhibits the in vitro phenol sulfotransferase (P-ST) activity of a human colon carcinoma cell line, Caco-2.
1(0,0,0,1) Details
15684482 Okamura S, Suzuki K, Yanase M, Koizumi M, Tamura HO: The effects of coffee on conjugation reactions in human colon carcinoma cells. Biol Pharm Bull. 2005 Feb;28(2):271-4.


After supplementing Caco-2 cultures with both 1-naphthol (200 microM) and various concentrations of coffee, the accumulation of 1-naphthyl sulfate and glucuronide in the growth medium was determined by analytical HPLC over a 24-h period.
0(0,0,0,0) Details