KEGG   ORTHOLOGY: K18606
Entry
K18606                      KO                                     

Name
HPPR
Definition
hydroxyphenylpyruvate reductase [EC:1.1.1.237]
Pathway
ko00130  Ubiquinone and other terpenoid-quinone biosynthesis
ko00350  Tyrosine metabolism
ko00360  Phenylalanine metabolism
ko00960  Tropane, piperidine and pyridine alkaloid biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09105 Amino acid metabolism
   00350 Tyrosine metabolism
    K18606  HPPR; hydroxyphenylpyruvate reductase
   00360 Phenylalanine metabolism
    K18606  HPPR; hydroxyphenylpyruvate reductase
  09108 Metabolism of cofactors and vitamins
   00130 Ubiquinone and other terpenoid-quinone biosynthesis
    K18606  HPPR; hydroxyphenylpyruvate reductase
  09110 Biosynthesis of other secondary metabolites
   00960 Tropane, piperidine and pyridine alkaloid biosynthesis
    K18606  HPPR; hydroxyphenylpyruvate reductase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.1  Acting on the CH-OH group of donors
   1.1.1  With NAD+ or NADP+ as acceptor
    1.1.1.237  hydroxyphenylpyruvate reductase
     K18606  HPPR; hydroxyphenylpyruvate reductase
Other DBs
RN: R01370 R01371 R03337 R03339 R03373 R12252
GO: 0047995
Genes
GHI: 107906523
CMAX: 111488676
CMOS: 111456204
CPEP: 111806905
SOT: 102590277
CANN: 107861824
NTA: 107815351 107815507
NSY: 104246687
NTO: 104089553
NAU: 109224021
INI: 109188277
SIND: 105157644
DCR: 108209340
BVG: 104904687
NNU: 104595178
AG: AAZ67354(HPPR) CAD47810(HPPR)
 » show all
Reference
  Authors
Kim KH, Janiak V, Petersen M
  Title
Purification, cloning and functional expression of hydroxyphenylpyruvate reductase involved in rosmarinic acid biosynthesis in cell cultures of Coleus blumei.
  Journal
Plant Mol Biol 54:311-23 (2004)
DOI:10.1023/B:PLAN.0000036367.03056.b2
  Sequence
LinkDB

KEGG   ENZYME: 1.1.1.237
Entry
EC 1.1.1.237                Enzyme                                 

Name
hydroxyphenylpyruvate reductase;
HPPR
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor
Sysname
(R)-3-(4-hydroxyphenyl)lactate:NAD(P)+ oxidoreductase
Reaction(IUBMB)
(1) (R)-3-(4-hydroxyphenyl)lactate + NAD(P)+ = 3-(4-hydroxyphenyl)pyruvate + NAD(P)H + H+ [RN:R03337 R03339];
(2) (R)-3-(3,4-dihydroxyphenyl)lactate + NAD(P)+ = 3-(3,4-dihydroxyphenyl)pyruvate + NAD(P)H + H+ [RN:R03373 R12252]
Reaction(KEGG)
Substrate
(R)-3-(4-hydroxyphenyl)lactate [CPD:C03964];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006];
(R)-3-(3,4-dihydroxyphenyl)lactate [CPD:C22038]
Product
3-(4-hydroxyphenyl)pyruvate [CPD:C01179];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080];
3-(3,4-dihydroxyphenyl)pyruvate [CPD:C04045]
Comment
The enzyme participates in the biosynthesis of rosmarinic acid. It belongs to the family of D-isomer-specific 2-hydroxyacid dehydrogenases, and prefers NADPH to NADH.
History
EC 1.1.1.237 created 1992, modified 2018
Pathway
ec00130  Ubiquinone and other terpenoid-quinone biosynthesis
ec00350  Tyrosine metabolism
ec00360  Phenylalanine metabolism
ec00960  Tropane, piperidine and pyridine alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13574  hydroxycarboxylate dehydrogenase B
K18606  hydroxyphenylpyruvate reductase
Genes
GHI: 107906523
CMAX: 111488676
CMOS: 111456204
CPEP: 111806905
SOT: 102590277
CANN: 107861824
NTA: 107815351 107815507
NSY: 104246687
NTO: 104089553
NAU: 109224021
INI: 109188277
SIND: 105157644
DCR: 108209340
BVG: 104904687
NNU: 104595178
ECO: b0801(hcxB)
ECJ: JW0786(ybiC)
ECD: ECDH10B_0869(ybiC)
EBW: BWG_0654(ybiC)
ECOK: ECMDS42_0651(ybiC)
ECE: Z1022(ybiC)
ECS: ECs0879
ETW: ECSP_0898(ybiC)
EOI: ECO111_0862(ybiC)
EOJ: ECO26_0924(ybiC)
EOH: ECO103_0837(ybiC)
ECOO: ECRM13514_0878(ybiC)
ECOH: ECRM13516_0833(ybiC)
ESL: O3K_17345
ESO: O3O_07945
ESM: O3M_17315
ECK: EC55989_0845(ybiC)
ECG: E2348C_0753(ybiC)
EOK: G2583_1029(ybiC)
ELH: ETEC_0868
ECP: ECP_0815
ENA: ECNA114_0734(ybiC)
ECOS: EC958_0914(ybiC)
ECV: APECO1_1289(ybiC)
ECY: ECSE_0857
ECR: ECIAI1_0839(ybiC)
ECQ: ECED1_0766(ybiC)
EUM: ECUMN_0945(ybiC)
ECT: ECIAI39_0778(ybiC)
EOC: CE10_0822(ybiC)
EBR: ECB_00768(ybiC)
EBL: ECD_00768(ybiC)
EBE: B21_00785(ybiC)
EBD: ECBD_2822
ECI: UTI89_C0804(ybiC)
ECZ: ECS88_0819(ybiC)
ECC: c0885(ybiC)
ESE: ECSF_0727
EKF: KO11_19775(ybiC)
EAB: ECABU_c08430(ybiC)
EDJ: ECDH1ME8569_0754(ybiC)
ELW: ECW_m0857(ybiC)
ELL: WFL_04165(ybiC)
ELC: i14_0850(ybiC)
ELD: i02_0850(ybiC)
ELP: P12B_c0790(ybiC)
ELF: LF82_2638(ybiC)
ECOI: ECOPMV1_00803(ybiC)
ECOJ: P423_03975
EFE: EFER_2307(ybiC)
SFL: SF0751(ybiC)
SFX: S0792(ybiC)
SFV: SFV_0784(ybiC)
SFE: SFxv_0817(ybiC)
SFN: SFy_1020
SFS: SFyv_1062
SFT: NCTC1_00758(ybiC)
SSN: SSON_0780(ybiC)
SBO: SBO_0689(ybiC)
SDY: SDY_0798(ybiC)
KPN: KPN_02089
KPU: KP1_3177
KPP: A79E_2154
KPR: KPR_2631(ybiC)
KPJ: N559_2201
KPX: PMK1_04453(ybiC)
KPNU: LI86_10940
KPNK: BN49_3194(ybiC)
KVA: Kvar_2185
KPE: KPK_2241
EAE: EAE_17445
EAR: CCG30404
CKO: CKO_02080
RTG: NCTC13098_02582(ybiC_1) NCTC13098_03134(ybiC_2)
REE: electrica_01980(ybiC_1) electrica_02154(ybiC_2)
AHN: NCTC12129_02563(ybiC)
PSTS: E05_07330
SMAR: SM39_1490
SMW: SMWW4_v1c20410(ybiC)
SPE: Spro_2010
SRL: SOD_c18420(ybiC)
SPLY: Q5A_010085(ybiC)
SMAF: D781_1855
SFJ: SAMEA4384070_2085(ybiC_2)
SOF: NCTC11214_04882(ybiC)
ECA: ECA1527
PATR: EV46_07725
PATO: GZ59_15650
GAI: IMCC3135_12715(ybiC)
LHK: LHK_00733
PSE: NH8B_1101
REH: H16_B0942(h16_B0942)
RME: Rmet_1634(ybiC)
CGD: CR3_3549(ybiC)
BVE: AK36_3467
BCN: Bcen_3456
BCJ: BCAM2148
BCEN: DM39_5704
BCEW: DM40_4867
BCEO: I35_6030
BAM: Bamb_4341
BMJ: BMULJ_04813(ybiC)
BMU: Bmul_3704
BMK: DM80_5086
BMUL: NP80_4847
BCT: GEM_3531
BCED: DM42_5847
BDL: AK34_3599
BLAT: WK25_26805
BTEI: WS51_07850
BSEM: WJ12_30605
BPSL: WS57_03400
BMEC: WJ16_29210
BSTG: WT74_29735
BUK: MYA_5051
BUO: BRPE64_BCDS06860(ybiC)
BPH: Bphy_5277
CABA: SBC2_58360(hcxB)
POL: Bpro_3968
VEI: Veis_1530
RTA: Rta_08970
LIM: L103DPR2_00626(ybiC)
LIH: L63ED372_02625(ybiC)
MLO: mlr9117
BJA: bll2917
BRA: BRADO2597
BBT: BBta_2943
BRS: S23_50980
AOL: S58_50150
RPA: RPA3756
RPB: RPB_1710
RPC: RPC_1699
RPD: RPD_3587
RPT: Rpal_4277
VGO: GJW-30_1_02181(ybiC)
MET: M446_6488
MNO: Mnod_6588
MOR: MOC_3439
SIL: SPO1603
ABS: AZOBR_p130099(ldh)
TMO: TMO_0662(ybiC)
PDX: Psed_6328
 » show all
Reference
1
  Authors
Petersen, M. and Alfermann, A.W.
  Title
Two new enzymes of rosmarinic acid biosynthesis from cell cultures of Coleus blumei: hydroxyphenylpyruvate reductase and rosmarinic acid synthase.
  Journal
Z Naturforsch C: Biosci 43:501-504 (1988)
Reference
2  [PMID:15284489]
  Authors
Kim KH, Janiak V, Petersen M
  Title
Purification, cloning and functional expression of hydroxyphenylpyruvate reductase involved in rosmarinic acid biosynthesis in cell cultures of Coleus blumei.
  Journal
Plant Mol Biol 54:311-23 (2004)
DOI:10.1023/B:PLAN.0000036367.03056.b2
  Sequence
Reference
3  [PMID:25918800]
  Authors
Kim YB, Uddina MR, Kim Y, Park CG, Park SU
  Title
Molecular cloning and characterization of tyrosine aminotransferase and hydroxyphenylpyruvate reductase, and rosmarinic acid accumulation in Scutellaria  baicalensis.
  Journal
Nat Prod Commun 9:1311-4 (2014)
Reference
4  [PMID:29329649]
  Authors
Wang GQ, Chen JF, Yi B, Tan HX, Zhang L, Chen WS
  Title
HPPR encodes the hydroxyphenylpyruvate reductase required for the biosynthesis of hydrophilic phenolic acids in Salvia miltiorrhiza.
  Journal
Chin J Nat Med 15:917-927 (2017)
DOI:10.1016/S1875-5364(18)30008-6
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.1.1.237
IUBMB Enzyme Nomenclature: 1.1.1.237
ExPASy - ENZYME nomenclature database: 1.1.1.237
BRENDA, the Enzyme Database: 1.1.1.237
CAS: 117590-77-9
LinkDB

KEGG   REACTION: R03373
Entry
R03373                      Reaction                               

Name
4-hydroxyphenyllactate:NAD+ oxidoreductase
Definition
(R)-3-(3,4-Dihydroxyphenyl)lactate + NAD+ <=> 3-(3,4-Dihydroxyphenyl)pyruvate + NADH + H+
Equation
Reaction class
RC00001  C00003_C00004
RC00031  C04045_C22038
Enzyme
Pathway
rn00350  Tyrosine metabolism
rn01100  Metabolic pathways
Orthology
K18606  hydroxyphenylpyruvate reductase [EC:1.1.1.237]
Other DBs
RHEA: 57411
LinkDB

KEGG   REACTION: R12252
Entry
R12252                      Reaction                               

Name
(R)-3-(4-hydroxyphenyl)lactate:NADP+ oxidoreductase
Definition
(R)-3-(3,4-Dihydroxyphenyl)lactate + NADP+ <=> 3-(3,4-Dihydroxyphenyl)pyruvate + NADPH + H+
Equation
Reaction class
RC00031  C04045_C22038
Enzyme
Pathway
rn00350  Tyrosine metabolism
rn01100  Metabolic pathways
Orthology
K18606  hydroxyphenylpyruvate reductase [EC:1.1.1.237]
LinkDB

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