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Substrate Report for: SEPHCHC

hydrolysis of 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate gives (1 R,6 R)-2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate (SHCHC) and pyruvate in the vitamin K biosynthetic pathway


General
Type
Chemical_Nomenclature (1R,2S,5S,6S)-5-(1-carboxyethenoxy)-2-(3-carboxypropanoyl)-6-hydroxycyclohex-3-ene-1-carboxylic acid
Canonical SMILES C=C(C(=O)O)O[C@H]1C=CC([C@H]([C@@H]1O)C(=O)O)C(=O)CCC(=O)O C=C(C(=O)O)OC1C=CC(C(C1O)C(=O)O)C(=O)CCC(=O)O
InChI InChI=1S/C14H16O9/c1-6(13(19)20)23-9-4-2-7(8(15)3-5-10(16)17)11(12(9)18)14(21)22/h2,4,7,9,11-12,18H,1,3,5H2,(H,16,17)(H,19,20)(H,21,22)/t7?,9-,11+,12+/m0/s1
InChIKey XYCATPIYKOARSZ-ZVBMGDMTSA-N XYCATPIYKOARSZ-OAIFWDMCSA-N
Other name(s) Sephchc ; 2-Succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate ; 5-Enolpyruvoyl-6-hydroxy-2-succinylcyclohex-3-ene-1-carboxylate ; 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylic acid ; 5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylic acid ; (1R,2S,5S,6S)-2-(3-carboxypropanoyl)-5-[(1-carboxyvinyl)oxy]-6-hydroxycyclohex-3-ene-1-carboxylic acid
________________________________________________________________________________________________
MW|328.27
Formula|C14H16O9
CAS_number|
PubChem|101437894, 24883454
UniChem|XYCATPIYKOARSZ-ZVBMGDMTSA-N, XYCATPIYKOARSZ-OAIFWDMCSA-N
IUPHAR|
Wikipedia|

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

References:
Search PubMed for references concerning: SEPHCHC
    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