SHCHC

MenH SHCHC catalyzes the formation of SHCHC, or (1 R,6 R)-2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate, by elmination of pyruvate from 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate (SEPHCHC)

General

Type :

Chemical_Nomenclature : (1R,6R)-2-(3-carboxypropanoyl)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid

Canonical SMILES : C1=CC(C(C(=C1)C(=O)CCC(=O)O)C(=O)O)O

InChI : InChI=1S\/C11H12O6\/c12-7(4-5-9(14)15)6-2-1-3-8(13)10(6)11(16)17\/h1-3,8,10,13H,4-5H2,(H,14,15)(H,16,17)\/t8-,10-\/m1\/s1

InChIKey : QJYRAJSESKVEAE-PSASIEDQSA-N

Other name(s) : 2-(3-carboxypropionyl)-6-hydroxy-cyclohexa-2,4-diene carboxylic acid  ||  (1R,6R)-2-Succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate\; (1R,6R)-6-Hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate  ||  2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate  ||  1R,6R)-2-succinyl-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid  ||  2-succinyl-6-hydroxycyclohexa-2,4-diene-1-carboxylate  ||  2-succinyl-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid  ||  2-(3-carboxypropanoyl)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid


MW : 240.21

Formula : C11H12O6

CAS_number :

PubChem : 5287432

UniChem : QJYRAJSESKVEAE-PSASIEDQSA-N

Target

Families : SHCHC ligand of proteins in family
MenH_SHCHC

Structure :
4MYD

Protein :
ecoli-YFBB staau-SA0897

References (3)

Title : Molecular Basis of the General Base Catalysis of an alpha\/beta-Hydrolase Catalytic Triad - Sun_2014_J.Biol.Chem_289_15867
Author(s) : Sun Y , Yin S , Feng Y , Li J , Zhou J , Liu C , Zhu G , Guo Z
Ref : Journal of Biological Chemistry , 289 :15867 , 2014
Abstract :
PubMedSearch : Sun_2014_J.Biol.Chem_289_15867
PubMedID: 24737327
Gene_locus related to this paper: ecoli-YFBB

Title : Exploiting the high-resolution crystal structure of Staphylococcus aureus MenH to gain insight into enzyme activity - Dawson_2011_BMC.Struct.Biol_11_19
Author(s) : Dawson A , Fyfe PK , Gillet F , Hunter WN
Ref : BMC Struct Biol , 11 :19 , 2011
Abstract :
PubMedSearch : Dawson_2011_BMC.Struct.Biol_11_19
PubMedID: 21513522
Gene_locus related to this paper: staau-SA0897

Title : Catalytic mechanism of SHCHC synthase in the menaquinone biosynthesis of Escherichia coli: identification and mutational analysis of the active site residues - Jiang_2009_Biochemistry_48_6921
Author(s) : Jiang M , Chen X , Wu XH , Chen M , Wu YD , Guo Z
Ref : Biochemistry , 48 :6921 , 2009
Abstract :
PubMedSearch : Jiang_2009_Biochemistry_48_6921
PubMedID: 19545176
Gene_locus related to this paper: ecoli-YFBB