Enzyme

Download
EC Tree
     2. Transferases
        2.5 Transferring alkyl or aryl groups, other than methyl groups
            2.5.1 Transferring alkyl or aryl groups, other than methyl groups (only sub-subclass identified to date)
ID:2.5.1.18
Description:Glutathione transferase.
Alternative Name: S-(hydroxyalkyl)glutathione lyase.
Glutathione S-aryltransferase.
Glutathione S-aralkyltransferase.
Glutathione S-alkyltransferase.
Cath: 1.20.1050.10; 1.20.1050.130; 1.20.120.550; 3.30.530.20; 4.10.6.10; 4.10.770.10; 3.40.30.10; 3.40.30.130; 3.10.180.10;

3D structure

Click one PDB to see exact 3D structure provided by NGL.

Note: Use your mouse to drag, rotate, and zoom in and out of the structure. Mouse-over to identify atoms and bonds. Mouse controls documentation.

References

External Links

UniProtKB Enzyme Link: UniProtKB 2.5.1.18
BRENDA Enzyme Link: BRENDA 2.5.1.18
KEGG Enzyme Link: KEGG2.5.1.18
BioCyc Enzyme Link: BioCyc 2.5.1.18
ExPASy Enzyme Link: ExPASy2.5.1.18
EC2PDB Enzyme Link: EC2PDB 2.5.1.18
ExplorEnz Enzyme Link: ExplorEnz 2.5.1.18
PRIAM enzyme-specific profiles Link: PRIAM 2.5.1.18
IntEnz Enzyme Link: IntEnz 2.5.1.18
MEDLINE Enzyme Link: MEDLINE 2.5.1.18
MSA:

2.5.1.18;

Phylogenetic Tree:

2.5.1.18;

Uniprot:
M-CSA:
RHEA:51220 1-chloro-2,4-dinitrobenzene + glutathione = 2,4-dinitrophenyl-S-glutathione + chloride + H(+)
RULE(radius=1) [*:1]-[SH;+0:2].[*:3]:[c;H0;+0:4](:[*:5])-[Cl;H0;+0:6]>>[*:1]-[S;H0;+0:2]-[c;H0;+0:4](:[*:3]):[*:5].[Cl-;H0:6]
Reaction
Core-to-Core No scaffolds atoms were exchanged as a result of the reaction

References

TitleAuthorsDatePubMed ID
Enzymatic conjugation of erythrocyte glutathione with 1-chloro-2,4-dinitrobenzene: the fate of glutathione conjugate in erythrocytes and the effect of glutathione depletion on hemoglobin.Awasthi YC, Garg HS, Dao DD, Partridge CA, Srivastava SK1981 Oct7272504
Transition state model and mechanism of nucleophilic aromatic substitution reactions catalyzed by human glutathione S-transferase M1a-1a.Patskovsky Y, Patskovska L, Almo SC, Listowsky I2006 Mar 2816548513
Structure, function and evolution of glutathione transferases: implications for classification of non-mammalian members of an ancient enzyme superfamily.Sheehan D, Meade G, Foley VM, Dowd CA2001 Nov 1511695986

RHEA:16437 glutathione + RX = a halide anion + an S-substituted glutathione + H(+)
RULE(radius=1) [*;H0;+0:1]-[*;H0;+0:2].[*:3]-[SH;+0:4]>>[*-;H0:2].[*:3]-[S;H0;+0:4]-[*;H0;+0:1]
Reaction
Core-to-Core No scaffolds atoms were exchanged as a result of the reaction

References

TitleAuthorsDatePubMed ID
Human monomethylarsonic acid (MMA(V)) reductase is a member of the glutathione-S-transferase superfamily.Zakharyan RA, Sampayo-Reyes A, Healy SM, Tsaprailis G, Board PG, Liebler DC, Aposhian HV2001 Aug11511179
Identification, characterization, and crystal structure of the Omega class glutathione transferases.Board PG, Coggan M, Chelvanayagam G, Easteal S, Jermiin LS, Schulte GK, Danley DE, Hoth LR, Griffor MC, Kamath AV, Rosner MH, Chrunyk BA, Perregaux DE, Gabel CA, Geoghegan KF, Pandit J2000 Aug 1110783391
Cloning and crystal structure of hematopoietic prostaglandin D synthase.Kanaoka Y, Ago H, Inagaki E, Nanayama T, Miyano M, Kikuno R, Fujii Y, Eguchi N, Toh H, Urade Y, Hayaishi O1997 Sep 199323136
Site-directed mutagenesis study on the roles of evolutionally conserved aspartic acid residues in human glutathione S-transferase P1-1.Kong KH, Inoue H, Takahashi K1993 Jan8433974
Glutathione S-transferases. The first enzymatic step in mercapturic acid formation.Habig WH, Pabst MJ, Jakoby WB1974 Nov 254436300
The glutathione S-transferases: a group of multifunctional detoxification proteins.Jakoby WB1978345769
Structural insights into the dehydroascorbate reductase activity of human omega-class glutathione transferases.Zhou H, Brock J, Liu D, Board PG, Oakley AJ2012 Jul 1322522127
Novel folding and stability defects cause a deficiency of human glutathione transferase omega 1.Zhou H, Brock J, Casarotto MG, Oakley AJ, Board PG2011 Feb 1121106529
S-(4-Nitrophenacyl)glutathione is a specific substrate for glutathione transferase omega 1-1.Board PG, Coggan M, Cappello J, Zhou H, Oakley AJ, Anders MW2008 Mar 118028863
Glutathione transferase omega 1 catalyzes the reduction of S-(phenacyl)glutathiones to acetophenones.Board PG, Anders MW2007 Jan17226937
Alternative mutations of a positively selected residue elicit gain or loss of functionalities in enzyme evolution.Norrgård MA, Ivarsson Y, Tars K, Mannervik B2006 Mar 2816549767
Transition state model and mechanism of nucleophilic aromatic substitution reactions catalyzed by human glutathione S-transferase M1a-1a.Patskovsky Y, Patskovska L, Almo SC, Listowsky I2006 Mar 2816548513
Characterization of the monomethylarsonate reductase and dehydroascorbate reductase activities of Omega class glutathione transferase variants: implications for arsenic metabolism and the age-at-onset of Alzheimer's and Parkinson's diseases.Schmuck EM, Board PG, Whitbread AK, Tetlow N, Cavanaugh JA, Blackburn AC, Masoumi A2005 Jul15970797
Tyrosine-7 in human class Pi glutathione S-transferase is important for lowering the pKa of the thiol group of glutathione in the enzyme-glutathione complex.Kong KH, Takasu K, Inoue H, Takahashi K1992 Apr 151567427
Tyrosine-7 is an essential residue for the catalytic activity of human class PI glutathione S-transferase: chemical modification and site-directed mutagenesis studies.Kong KH, Nishida M, Inoue H, Takahashi K1992 Feb 141540159
Structure, function and evolution of glutathione transferases: implications for classification of non-mammalian members of an ancient enzyme superfamily.Sheehan D, Meade G, Foley VM, Dowd CA2001 Nov 1511695986
Mammalian class Sigma glutathione S-transferases: catalytic properties and tissue-specific expression of human and rat GSH-dependent prostaglandin D2 synthases.Jowsey IR, Thomson AM, Flanagan JU, Murdock PR, Moore GB, Meyer DJ, Murphy GJ, Smith SA, Hayes JD2001 Nov 111672424
An asparagine-phenylalanine substitution accounts for catalytic differences between hGSTM3-3 and other human class mu glutathione S-transferases.Patskovsky YV, Patskovska LN, Listowsky I1999 Dec 710587441
Structure and chromosomal localization of human and mouse genes for hematopoietic prostaglandin D synthase. Conservation of the ancestral genomic structure of sigma-class glutathione S-transferase.Kanaoka Y, Fujimori K, Kikuno R, Sakaguchi Y, Urade Y, Hayaishi O2000 Jun10824118