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Inhibitor Report for: 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
IUPHAR|
Wikipedia|

Target
Families | SHCHC ligand of proteins in family: MenH_SHCHC
Stucture | 1 structure: 4MYD: 1.37 Angstrom Crystal Structure of E. Coli 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase (MenH) in complex with SHCHC
Protein | ecoli-YFBB

References:
Search PubMed for references concerning: SHCHC
    Title: Molecular Basis of the General Base Catalysis of an alpha/beta-Hydrolase Catalytic Triad
    Sun Y, Yin S, Feng Y, Li J, Zhou J, Liu C, Zhu G, Guo Z
    Ref: Journal of Biological Chemistry, 289:15867, 2014 : PubMed

            

    Title: Exploiting the high-resolution crystal structure of Staphylococcus aureus MenH to gain insight into enzyme activity
    Dawson A, Fyfe PK, Gillet F, Hunter WN
    Ref: BMC Struct Biol, 11:19, 2011 : PubMed

            

    Title: Catalytic mechanism of SHCHC synthase in the menaquinone biosynthesis of Escherichia coli: identification and mutational analysis of the active site residues
    Jiang M, Chen X, Wu XH, Chen M, Wu YD, Guo Z
    Ref: Biochemistry, 48:6921, 2009 : PubMed