KEGG   ORTHOLOGY: K10219
Entry
K10219                      KO                                     

Name
ligC
Definition
2-hydroxy-4-carboxymuconate semialdehyde hemiacetal dehydrogenase [EC:1.1.1.312]
Pathway
ko00350  Tyrosine metabolism
ko00362  Benzoate degradation
ko00627  Aminobenzoate degradation
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
ko01220  Degradation of aromatic compounds
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09105 Amino acid metabolism
   00350 Tyrosine metabolism
    K10219  ligC; 2-hydroxy-4-carboxymuconate semialdehyde hemiacetal dehydrogenase
  09111 Xenobiotics biodegradation and metabolism
   00362 Benzoate degradation
    K10219  ligC; 2-hydroxy-4-carboxymuconate semialdehyde hemiacetal dehydrogenase
   00627 Aminobenzoate degradation
    K10219  ligC; 2-hydroxy-4-carboxymuconate semialdehyde hemiacetal dehydrogenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.312  2-hydroxy-4-carboxymuconate semialdehyde hemiacetal dehydrogenase
     K10219  ligC; 2-hydroxy-4-carboxymuconate semialdehyde hemiacetal dehydrogenase
Other DBs
RN: R04278 R04279 R04418 R04419
GO: 0050606
Genes
VNA: PN96_18475
VEJ: VEJY3_18041
VFL: AL536_10275
EMO: DM558_04780
PAT: Patl_3884
PCAR: PC2016_2099
AAW: AVL56_08855
ALR: DS731_01475
CSA: Csal_0286
MMW: Mmwyl1_3923
AMAH: DLM_2154
BPH: Bphy_3203
HYF: DTO96_100894(ligC)
AFQ: AFA_05510
RFR: Rfer_0329
PNA: Pnap_2026
ACRA: BSY15_1203
VEI: Veis_0171
DAC: Daci_4444
CTES: O987_16255
RTA: Rta_24750
LIM: L103DPR2_01499(ligC)
LIH: L63ED372_01146(ligC)
HYB: Q5W_10735
HPSE: HPF_08090(ligC)
CBAA: SRAA_1349
CBAB: SMCB_0796
LCH: Lcho_3638
AZO: azo2536(ligC)
AOA: dqs_2693
TCL: Tchl_1063
BRA: BRADO2343(ligC)
BBT: BBta_2703(ligC)
AOL: S58_52560
BRO: BRAD285_4994(ligC)
RPA: RPA4703(ligC)
RPB: RPB_0871
RPD: RPD_0981
RPE: RPE_0752
RPT: Rpal_5184
MALG: MALG_02288
NAR: Saro_2811
SMAZ: LH19_17685
SPHI: TS85_18525
SSAN: NX02_17495
SSY: SLG_12490(ligC)
SPHB: EP837_03495(ligC)
SPHR: BSY17_3445
SFLA: SPHFLASMR4Y_02989(ligC)
BLAS: BSY18_3525
AAY: WYH_01910(ligC)
ADO: A6F68_01078(ligC)
ALB: AEB_P0241
MAG: amb0255
MAGX: XM1_1092(ligC)
MAGN: WV31_13620
ABS: AZOBR_p310194(ligC)
MAGQ: MGMAQ_2671(ligC)
SLAU: SLA_7099
KSK: KSE_75130(pcmB)
MOO: BWL13_00077(ligC_1)
AMIN: AUMI_19370
AUW: AURUGA1_00421(ligC)
ART: Arth_4372
AG: BAA97119(ligC)
 » show all
Reference
  Authors
Masai E, Momose K, Hara H, Nishikawa S, Katayama Y, Fukuda M
  Title
Genetic and biochemical characterization of 4-carboxy-2-hydroxymuconate-6-semialdehyde dehydrogenase and its role in the protocatechuate 4,5-cleavage pathway in Sphingomonas paucimobilis SYK-6.
  Journal
J Bacteriol 182:6651-8 (2000)
DOI:10.1128/JB.182.23.6651-6658.2000
  Sequence
[ag:BAA97119] [ssy:SLG_12490]

KEGG   ENZYME: 1.1.1.312
Entry
EC 1.1.1.312                Enzyme                                 

Name
2-hydroxy-4-carboxymuconate semialdehyde hemiacetal dehydrogenase;
2-hydroxy-4-carboxymuconate 6-semialdehyde dehydrogenase;
4-carboxy-2-hydroxy-cis,cis-muconate-6-semialdehyde:NADP+ oxidoreductase;
alpha-hydroxy-gamma-carboxymuconic epsilon-semialdehyde dehydrogenase;
4-carboxy-2-hydroxymuconate-6-semialdehyde dehydrogenase;
LigC;
ProD
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor
Sysname
4-carboxy-2-hydroxymuconate semialdehyde hemiacetal:NADP+ 2-oxidoreductase
Reaction(IUBMB)
4-carboxy-2-hydroxymuconate semialdehyde hemiacetal + NADP+ = 2-oxo-2H-pyran-4,6-dicarboxylate + NADPH + H+ [RN:R04279]
Reaction(KEGG)
R04279;
(other) R04278 R04418 R04419
Substrate
4-carboxy-2-hydroxymuconate semialdehyde hemiacetal;
NADP+ [CPD:C00006]
Product
2-oxo-2H-pyran-4,6-dicarboxylate;
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The enzyme does not act on unsubstituted aliphatic or aromatic aldehydes or glucose; NAD+ can replace NADP+, but with lower affinity. The enzyme was initially believed to act on 4-carboxy-2-hydroxy-cis,cis-muconate 6-semialdehyde and produce 4-carboxy-2-hydroxy-cis,cis-muconate [1]. However, later studies showed that the substrate is the hemiacetal form [3], and the product is 2-oxo-2H-pyran-4,6-dicarboxylate [2,4].
History
EC 1.1.1.312 created 1978 as EC 1.2.1.45, transferred 2011 to EC 1.1.1.312
Pathway
ec00350  Tyrosine metabolism
ec00362  Benzoate degradation
ec00627  Aminobenzoate degradation
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K10219  2-hydroxy-4-carboxymuconate semialdehyde hemiacetal dehydrogenase
Genes
VNA: PN96_18475
VEJ: VEJY3_18041
VFL: AL536_10275
EMO: DM558_04780
PAT: Patl_3884
PCAR: PC2016_2099
AAW: AVL56_08855
ALR: DS731_01475
CSA: Csal_0286
MMW: Mmwyl1_3923
AMAH: DLM_2154
BPH: Bphy_3203
HYF: DTO96_100894(ligC)
AFQ: AFA_05510
RFR: Rfer_0329
PNA: Pnap_2026
ACRA: BSY15_1203
VEI: Veis_0171
DAC: Daci_4444
CTES: O987_16255
RTA: Rta_24750
LIM: L103DPR2_01499(ligC)
LIH: L63ED372_01146(ligC)
HYB: Q5W_10735
HPSE: HPF_08090(ligC)
CBAA: SRAA_1349
CBAB: SMCB_0796
LCH: Lcho_3638
AZO: azo2536(ligC)
AOA: dqs_2693
TCL: Tchl_1063
BRA: BRADO2343(ligC)
BBT: BBta_2703(ligC)
AOL: S58_52560
BRO: BRAD285_4994(ligC)
RPA: RPA4703(ligC)
RPB: RPB_0871
RPD: RPD_0981
RPE: RPE_0752
RPT: Rpal_5184
MALG: MALG_02288
NAR: Saro_2811
SMAZ: LH19_17685
SPHI: TS85_18525
SSAN: NX02_17495
SSY: SLG_12490(ligC)
SPHB: EP837_03495(ligC)
SPHR: BSY17_3445
SFLA: SPHFLASMR4Y_02989(ligC)
BLAS: BSY18_3525
AAY: WYH_01910(ligC)
ADO: A6F68_01078(ligC)
ALB: AEB_P0241
MAG: amb0255
MAGX: XM1_1092(ligC)
MAGN: WV31_13620
ABS: AZOBR_p310194(ligC)
MAGQ: MGMAQ_2671(ligC)
SLAU: SLA_7099
KSK: KSE_75130(pcmB)
MOO: BWL13_00077(ligC_1)
AMIN: AUMI_19370
AUW: AURUGA1_00421(ligC)
ART: Arth_4372
 » show all
Reference
1  [PMID:26671]
  Authors
Maruyama K, Ariga N, Tsuda M, Deguchi K.
  Title
Purification and properties of alpha-hydroxy-gamma-carboxymuconic epsilon-semialdehyde dehydrogenase.
  Journal
J Biochem (Tokyo) 83:1125-34 (1978)
DOI:10.1093/oxfordjournals.jbchem.a132002
Reference
2  [PMID:528534]
  Authors
Maruyama K
  Title
Isolation and identification of the reaction product of alpha-hydroxy-gamma-carboxymuconic epsilon-semialdehyde dehydrogenase.
  Journal
J Biochem 86:1671-7 (1979)
DOI:10.1093/oxfordjournals.jbchem.a132687
Reference
3  [PMID:6841353]
  Authors
Maruyama K.
  Title
Purification and properties of 2-pyrone-4,6-dicarboxylate hydrolase.
  Journal
J Biochem (Tokyo) 93:557-65 (1983)
DOI:10.1093/oxfordjournals.jbchem.a134210
Reference
4  [PMID:11073908]
  Authors
Masai E, Momose K, Hara H, Nishikawa S, Katayama Y, Fukuda M
  Title
Genetic and biochemical characterization of 4-carboxy-2-hydroxymuconate-6-semialdehyde dehydrogenase and its role in the protocatechuate 4,5-cleavage pathway in Sphingomonas paucimobilis SYK-6.
  Journal
J Bacteriol 182:6651-8 (2000)
DOI:10.1128/JB.182.23.6651-6658.2000
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.1.1.312
IUBMB Enzyme Nomenclature: 1.1.1.312
ExPASy - ENZYME nomenclature database: 1.1.1.312
BRENDA, the Enzyme Database: 1.1.1.312

KEGG   REACTION: R04278
Entry
R04278                      Reaction                               

Name
2-hydroxy-2-hydropyrone-4,6-dicarboxylate:NAD+ 6-oxidoreductase
Definition
2-Hydroxy-2-hydropyrone-4,6-dicarboxylate + NAD+ <=> 2-Pyrone-4,6-dicarboxylate + NADH + H+
Equation
Comment
R04279 (NADPH)
Reaction class
RC00001  C00003_C00004
RC00251  C03671_C05375
Enzyme
Pathway
rn00362  Benzoate degradation
rn00627  Aminobenzoate degradation
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
Orthology
K10219  2-hydroxy-4-carboxymuconate semialdehyde hemiacetal dehydrogenase [EC:1.1.1.312]

KEGG   REACTION: R04279
Entry
R04279                      Reaction                               

Name
4-carboxy-2-hydroxymuconate semialdehyde hemiacetal:NADP+ 2-oxidoreductase
Definition
2-Hydroxy-2-hydropyrone-4,6-dicarboxylate + NADP+ <=> 2-Pyrone-4,6-dicarboxylate + NADPH + H+
Equation
Comment
R04278 (NADH)
Reaction class
RC00001  C00005_C00006
RC00251  C03671_C05375
Enzyme
Pathway
rn00362  Benzoate degradation
rn00627  Aminobenzoate degradation
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
Orthology
K10219  2-hydroxy-4-carboxymuconate semialdehyde hemiacetal dehydrogenase [EC:1.1.1.312]
Other DBs
RHEA: 29590

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