Protein Information

Name glutathione S transferase
Synonyms GST class alpha 2; Gst2; GST class alpha; GST class alpha member 2; GST gamma; GSTA 2; GSTA2; GSTA2 2…

Compound Information

Name alachlor
CAS

Reference List

PubMed Abstract RScore(About this table)
3532034 Moore RE, Davies MS, O'Connell KM, Harding EI, Wiegand RC, Tiemeier DC: Cloning and expression of a cDNA encoding a maize glutathione-S-transferase in E. coli. Nucleic Acids Res. 1986 Sep 25;14(18):7227-35.

GST III has been shown to act on the herbicide alachlor as well as the commonly used substrate 1-chloro-2,4-dinitrobenzene (CDNB).
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16538523 Nutricati E, Miceli A, Blando F, De Bellis L: Characterization of two Arabidopsis thaliana glutathione S-transferases. . Plant Cell Rep. 2006 Sep;25(9):997-1005. Epub 2006 Mar 15.

Our results reveal that AtGSTU26 is induced by the chloroacetanilide herbicides alachlor and metolachlor and the safener benoxacor, and after exposure to low temperatures.
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9561822 Stamper DM, Tuovinen OH: Biodegradation of the acetanilide herbicides alachlor, metolachlor, and propachlor. Crit Rev Microbiol. 1998;24(1):1-22.

This conjugation is mediated by glutathione-S-transferase, which is present in microorganisms, plants, and mammals.
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2619326 Leslie C, Reidy GF, Stacey NH: Effect of ofurace, oxadixyl, and alachlor on xenobiotic biotransformation in the rat liver. Arch Environ Contam Toxicol. 1989 Nov;18(6):876-80.

Glutathione S-transferase and aminopyrine N-demethylase activities responded in a non dose-dependent manner, while cytochrome P-450 content and aldrin epoxidase activities were unchanged.
1(0,0,0,1) Details
7599527 Holt DC, Lay VJ, Clarke ED, Dinsmore A, Jepson I, Bright SW, Greenland AJ: Characterization of the safener-induced glutathione S-transferase isoform II from maize. Planta. 1995;196(2):295-302.

The isoforms GST I and GST II are respectively a homodimer of 29-kDa (GST-29) subunits and a heterodimer of 29- and 27-kDa (GST-27) subunits, while GST I is twice as active with 1-chloro-2,4-dinitrobenzene as GST II, GST II is about seven times more active against the herbicide, alachlor.
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17433409 Yi X, Ding H, Lu Y, Liu H, Zhang M, Jiang W: Effects of long-term alachlor exposure on hepatic antioxidant defense and detoxifying enzyme activities in crucian carp (Carassius auratus). Chemosphere. 2007 Jul;68(8):1576-81. Epub 2007 Apr 12.

The activity of hepatic antioxidant defense and detoxifying enzymes, superoxide dismutase (SOD), catalase (CAT) and glutathione S-transferase (GST) and the content of glutathione (GSH) were determined and compared with the control group.
1(0,0,0,1) Details
18004742 Perez S, Farkas M, Barcelo D, Aga DS: Characterization of glutathione conjugates of chloroacetanilide pesticides using ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry and liquid chromatography/ion trap mass spectrometry. Rapid Commun Mass Spectrom. 2007;21(24):4017-22.

Glutathione S-transferases (GSTs) isolated from maize were used to catalyze the conjugation of glutathione (GSH) with chloroacetanilide herbicides, producing stable conjugates that were structurally characterized using ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry (UPLC/QqToF-MS) and liquid chromatography/ion trap mass spectrometry (LC/IT-MS).
Enzyme-mediated dechlorination of alachlor, metolachlor, and propachlor resulted during GSH conjugation as revealed by the mass spectra of the conjugates, which was confirmed by the loss of the chlorine isotopic signature and from high accurate mass measurements.
1(0,0,0,1) Details
16665913 O'connell KM, Breaux EJ, Fraley RT: Different Rates of Metabolism of Two Chloroacetanilide Herbicides in Pioneer 3320 Corn. Plant Physiol. 1988 Feb;86(2):359-363.

The in vivo rates of uptake and detoxification of alachlor and metolachlor were determined using Pioneer corn 3320 seedlings.
Since the initial step in detoxification is conjugation of the chloroacetanilide to glutathione, the activities of the enzymes responsible for conjugation, the glutathione-S-transferases (GST) were also analyzed in vitro, using crude extracts and the purified GST enzymes.
1(0,0,0,1) Details
17592585 Farkas M, Berry JO, Aga DS: Determination of enzyme kinetics and glutathione conjugates of chlortetracycline and chloroacetanilides using liquid chromatography-mass spectrometry. Analyst. 2007 Jul;132(7):664-71. Epub 2007 May 29.

Glutathione S-transferases (GSTs) isolated from chlortetracycline (CTC)-treated maize catalyzed the conjugation of glutathione (GSH) with CTC, producing stable conjugates that were structurally characterized using liquid chromatography-ion-trap mass spectrometry (LC-IT-MS).
The catalytic activity of the CTC-induced GST towards dechlorination of chloroacetanilide herbicides (alachlor, metolachlor and propachlor), which are known to be detoxified in plants via the glutathione pathway, was also evaluated in vitro.
1(0,0,0,1) Details
16534956 Zablotowicz RM, Hoagland RE, Locke MA, Hickey WJ: Glutathione-S-Transferase Activity and Metabolism of Glutathione Conjugates by Rhizosphere Bacteria. Appl Environ Microbiol. 1995 Mar;61(3):1054-1060.

Glutathione-S-transferase (GST) activity was determined in 36 species of rhizosphere bacteria with the substrate 1-chloro-2,4-dinitrobenzene (CDNB) and in 18 strains with the herbicide alachlor.
32(0,1,1,2) Details
12226466 Rossini L, Jepson I, Greenland AJ, Gorla MS: Characterization of Glutathione S-Transferase Isoforms in Three Maize Inbred Lines Exhibiting Differential Sensitivity to Alachlor. Plant Physiol. 1996 Dec;112(4):1595-1600.
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1755024 Moody DE, Narloch BA, Shull LR, Hammock BD: The effect of structurally divergent herbicides on mouse liver xenobiotic-metabolizing enzymes (P-450-dependent mono-oxygenases, epoxide hydrolases and glutathione S-transferases) and carnitine acetyltransferase. Toxicol Lett. 1991 Dec;59(1-3):175-85.

Chlorfiurecol, trifluralin, alachlor, propham, MCPP and 2,4-DP caused increases in phase I (cytochrome P-450, ethoxycoumarin O-deethylase, and/or aminopyrine N-demethylase) and phase II (microsomal epoxide hydrolase and cytosolic glutathione S-transferase) activities.
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19744561 Li X, Zhang X, Zhang J, Zhang X, Starkey SR, Zhu KY: Identification and characterization of eleven glutathione S-transferase genes from the aquatic midge Chironomus tentans (Diptera: Chironomidae). Insect Biochem Mol Biol. 2009 Oct;39(10):745-54. Epub 2009 Sep 8.

Real-time quantitative PCR confirmed that the herbicide alachlor increased CtGSTd1, CtGSTs2 and CtGSTs3 gene expression by 2.1-, 2.8- and 4.3-fold, respectively, when fourth-instar midges were exposed to alachlor at 1000 microg/L for 72 h.
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17669266 Cho HY, Lee HJ, Kong KH: A phi class glutathione S-transferase from Oryza sativa (OsGSTF5): molecular cloning, expression and biochemical characteristics. J Biochem Mol Biol. 2007 Jul 31;40(4):511-6.

The OsGSTF5 also had high activities towards the herbicides alachlor, atrazine and metolachlor.
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18607078 Cho HY, Kong KH: Study on the biochemical characterization of herbicide detoxification enzyme, glutathione S-transferase. Biofactors. 2007;30(4):281-7.

On the other hand, the phi class OsGST enzymes showed high specific activity toward chloroacetanilide herbicides, acetochlor, alachlor and metolachlor.
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6838840 Mozer TJ, Tiemeier DC, Jaworski EG: Purification and characterization of corn glutathione S-transferase. . Biochemistry. 1983 Mar 1;22(5):1068-72.

Both enzymes catalyze the formation of a glutathione-herbicide conjugate in vitro when the herbicide alachlor is used as a substrate.
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8278547 Mauch F, Dudler R: Differential induction of distinct glutathione-S-transferases of wheat by xenobiotics and by pathogen attack. Plant Physiol. 1993 Aug;102(4):1193-201.

This GST25 and an additional immunoreactive protein named GST26 were strongly induced by cadmium and by the herbicides atrazine, paraquat, and alachlor, but not by pathogen attack.
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15906083 Labrou NE, Karavangeli M, Tsaftaris A, Clonis YD: Kinetic analysis of maize glutathione S-transferase I catalysing the detoxification from chloroacetanilide herbicides. Planta. 2005 Sep;222(1):91-7. Epub 2005 May 20.

The ability of the maize isoenzyme GST I to detoxify from the acetanilide herbicide alachlor was investigated by steady-state kinetics and site-directed mutagenesis studies.
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16085457 Karavangeli M, Labrou NE, Clonis YD, Tsaftaris A: Development of transgenic tobacco plants overexpressing maize glutathione S-transferase I for chloroacetanilide herbicides phytoremediation. Biomol Eng. 2005 Oct;22(4):121-8.

The isozyme GST I from maize exhibits significant catalytic activity for the chloroacetanilide herbicide alachlor and appears to be involved in its detoxifying process.
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