KEGG ENZYME: 1.1.1.237

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)

R03337 R03339 R03373 R12252;
(other) R01370 R01371

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

MINC:

123219074

HSYR:

120131849 120195953 120204201

QSA:	O6P43_018156

MSYL:

126610672

CSAV:

115697455 115707836

CMAX:

111488676

CMOS:

111456204

CPEP:

111806905

MEAN:

126679816 126683219

CAVE:

132187251

QLO:

115992938

SOT:

102590277

NTA:	107815351 107815507

NSY:

104246687

NTO:

104089553

NAU:

109224021

INI:

109188277

SIND:

105157644

OEU:	111367158 111370835

EGT:

105975669

SSPL:

121768515 121771586 121795126 121795127 121795132 121795133 121797828

SMIL:

130992480

SHIS:

125190168 125207200

APAN:

127254183

ECAD:

122588587 122595340 122596024

LSV:	111910276 111910278

DCR:

108209340

CSIN:

114279513 114323921

RVL:	131309846 131335507

AEW:	130750426 130788705

BVG:

104904687

ATRI:

130805325

MOF:	131157266 131158480

NNU:

104595178

MING:

122066597 122066860 122082675 122082676

TSS:	122653576 122666837 122667233

PSOM:

113348278 113349087

ZOF:	122010230 122016476

MSIN:

131249106

NCOL:

116255569

ECO:	b0801(hcxB)

ECJ:	JW0786(ybiC)

ECD:	ECDH10B_0869(ybiC)

EBW:	BWG_0654(ybiC)

ECOK:

ECMDS42_0651(ybiC)

ECOC:

C3026_05055

ECE:	Z1022(ybiC)

ECS:	ECs_0879(ybiC)

ECF:	ECH74115_0950

ETW:	ECSP_0898(ybiC)

ELX:	CDCO157_0857

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)

ELR:	ECO55CA74_04995

ELH:

ETEC_0868

ECW:	EcE24377A_0869

EUN:	UMNK88_841

ECP:

ECP_0815

ENA:	ECNA114_0734(ybiC)

ECOS:

EC958_0914(ybiC)

ECV:	APECO1_1289(ybiC)

ECOA:

APECO78_07675

ECX:	EcHS_A0856

ECM:	EcSMS35_0825

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)

ECOB:

C3029_08270

EBL:	ECD_00768(ybiC)

EBE:	B21_00785(ybiC)

EBD:

ECBD_2822

ECI:	UTI89_C0804(ybiC)

EIH:	ECOK1_0804

ECZ:	ECS88_0819(ybiC)

ECC:	c0885(ybiC)

ELO:	EC042_0891

ELN:	NRG857_03580

ESE:

ECSF_0727

ECL:	EcolC_2842

EKO:	EKO11_3085

EKF:	KO11_19775(ybiC)

EAB:	ECABU_c08430(ybiC)

EDH:	EcDH1_2841

EDJ:	ECDH1ME8569_0754(ybiC)

ELU:	UM146_13640

ELW:	ECW_m0857(ybiC)

ELL:	WFL_04165(ybiC)

ELC:	i14_0850(ybiC)

ELD:	i02_0850(ybiC)

ELP:	P12B_c0790(ybiC)

ELF:	LF82_2638(ybiC)

ECOL:

LY180_04220

ECOI:

ECOPMV1_00803(ybiC)

ECOJ:

P423_03975

EFE:	EFER_2307(ybiC)

EAL:	EAKF1_ch0669c

EMA:	C1192_08315

ESZ:	FEM44_18510

ERUY:

OSH18_05715

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)

SBC:	SbBS512_E2551

SDY:	SDY_0798(ybiC)

SDZ:	Asd1617_01003

SHQ:	A0259_07955

KPN:

KPN_02089

KPU:

KP1_3177

KPM:	KPHS_30690

KPP:

A79E_2154

KPH:	KPNIH24_13095

KPZ:	KPNIH27_14700

KPV:	KPNIH29_15355

KPW:	KPNIH30_15635

KPY:	KPNIH31_14490

KPG:	KPNIH32_15530

KPC:	KPNIH10_15160

KPQ:	KPR0928_15135

KPT:	VK055_0373

KPO:	KPN2242_13400

KPR:	KPR_2631(ybiC)

KPJ:

N559_2201

KPI:	D364_10710

KPA:	KPNJ1_02376

KPS:	KPNJ2_02334

KPX:	PMK1_04453(ybiC)

KPB:	FH42_06540

KPNE:

KU54_010985

KPNU:

LI86_10940

KPNK:

BN49_3194(ybiC)

KVA:

Kvar_2185

KPE:

KPK_2241

KPK:	A593_25410

KVD:	KR75_23335

KVQ:	SP68_04050

KOX:	KOX_18735 KOX_22540

KOE:	A225_2618 A225_3382

KOY:	J415_15110 J415_18885

KOM:	HR38_17100 HR38_20840

KOK:	KONIH1_12525 KONIH1_16575

KOC:	AB185_19325

KQU:	AVR78_19520

EAE:

EAE_17445

EAR:

CCG30404

KQV:	B8P98_11955

KLL:	BJF97_16700

KLW:	DA718_12245

KAR:	LGL98_10470

KGR:	JJJ10_12210

KPAS:

LUW96_23190

KLC:	K7H21_11925

KLM:	BWI76_16775

REE:	electrica_01980(ybiC_1) electrica_02154(ybiC_2)

ROR:	RORB6_04420

RON:	TE10_17060

RPLN:

B1209_11075

RAO:	DSD31_10850

RTG:	NCTC13098_02582(ybiC_1) NCTC13098_03134(ybiC_2)

CKO:

CKO_02080

CFD:	CFNIH1_14120

CBRA:

A6J81_08975

CWE:	CO701_14780

CYO:	CD187_16155

CPOT:

FOB25_03655

CFQ:	C2U38_08175

CIF:	AL515_08610

CIE:	AN232_22325

CPAR:

CUC49_03815

CITZ:

E4Z61_00990

CARS:

E1B03_09210

CIX:	M4I31_15600

CIB:	HF677_015760

CEM:	LH23_17850

PGE:	LG71_13660

KOR:	AWR26_07420

KRD:	A3780_16540

KOU:	C0557_18060

SYM:	K6K13_11430

AHN:	NCTC12129_02563(ybiC)

ASUB:

NLZ15_11070

KIN:	AB182_12390 AB182_18530

PDZ:	HHA33_15075 HHA33_21005

METY:

MRY16398_29140(ybiC) MRY16398_42030

IZH:	FEM41_12230

EBC:	C2U52_23280 C2U52_29745

EBU:	CUC76_00540

PSTS:

E05_07330

SMAR:

SM39_1490

SMAC:

SMDB11_1291

SMW:	SMWW4_v1c20410(ybiC)

SPE:

Spro_2010

SRR:	SerAS9_1961

SRL:	SOD_c18420(ybiC)

SRY:	M621_10145

SPLY:

Q5A_010085(ybiC)

SRS:	SerAS12_1961

SRA:	SerAS13_1962

SMAF:

D781_1855

SLQ:	M495_09840

SRZ:	AXX16_3279

SERM:

CLM71_09250

SQU:	E4343_06090

SFJ:	SAMEA4384070_2085(ybiC_2)

SOF:	NCTC11214_04882(ybiC)

SSUR:

ATE40_006730

SURI:

J0X03_13805

SRHZ:

FO014_00575

SENP:

KHA73_10260

SNEM:

NLX84_10280

SGRI:

SGBXF1_02037(ybiC)

SSAR:

SSARUM_001952

GQU:	AWC35_00900 AWC35_03550

SERA:

Ser39006_011830

SERQ:

CWC46_11825

ECA:

ECA1527

PATR:

EV46_07725

PATO:

GZ59_15650

PCT:	PC1_1400 PC1_1845

PCC:	PCC21_019060

PCV:	BCS7_07065

PWA:	Pecwa_1798 Pecwa_2132

PPAR:

A8F97_08210 A8F97_09785

PEC:	W5S_1712 W5S_2077

PWS:	A7983_18130 A7983_22515

PPOA:

BJK05_02250 BJK05_04260

PBRA:

B5S52_12455

PPUJ:

E2566_09885

PARI:

I2D83_10070 I2D83_14995

PVZ:	OA04_24140 OA04_28810

PPOO:

LW347_07580 LW347_09670

PCAC:

OI450_10325

PACB:

M9782_09525 M9782_11760

PARL:

PEC302110_13720 PEC302110_18450

PPEU:

DUT67_14345

DDD:	Dda3937_02253 Dda3937_02692

DZE:	Dd1591_1632

DDC:	Dd586_1595

DZC:	W909_12045

DSO:	A4U42_00945 A4U42_16640

CED:	LH89_04530 LH89_21165

DFN:	CVE23_08230 CVE23_13820

DDQ:	DDI_1237 DDI_2492

DAQ:	DAQ1742_02832

DIC:	Dpoa569_001506 Dpoa569_002383

DLC:	O1Q98_04280

DDA:	Dd703_1300 Dd703_1601

BGJ:	AWC36_08580 AWC36_10535

BRB:	EH207_11335

BNG:	EH206_12170 EH206_14470

BIZ:	HC231_09955

PROD:

PCO85_12655

LBQ:	CKQ53_11480

LPOP:

I6N93_06705

SLIG:

GTU79_18870

EPE:	CI789_12735

ERP:	LJN55_06005

EPI:	Q3V30_15535

PAO:	Pat9b_1046

KLN:	LH22_16995

PANS:

FCN45_05475

KPIE:

N5580_12825

PPHO:

CTZ24_05400

PDIP:

KFZ74_14540

TCI:	A7K98_05900

GAI:	IMCC3135_12715(ybiC)

LLP:	GH975_03415

PSE:

NH8B_1101

VOX:	LCH97_00155

LHK:

LHK_00733

MAER:

DAI18_01965

RPJ:	N234_10685

REH:	H16_B0942(h16_B0942)

CNC:	CNE_2c09100

CUH:	BJN34_25865

REU:	Reut_A1498

RME:	Rmet_1634(ybiC)

CTI:	RALTA_B0766

CBW:	RR42_s1740

CGD:	CR3_3549(ybiC)

CCUP:

BKK81_30325

CUP:	BKK80_26030

CUU:	BKK79_31905

CPAU:

EHF44_13540

COX:	E0W60_18040

CCAM:

M5D45_08140

CCAX:

KZ686_03800

CUK:	KB879_09545

CNAN:

A2G96_27955

BVI:	Bcep1808_5437

BVE:

AK36_3467

BUR:	Bcep18194_B0783

BCM:	Bcenmc03_5376

BCH:	Bcen2424_4910

BCJ:

BCAM2148

BCEN:

DM39_5704

BCEW:

DM40_4867

BCEO:

I35_6030

BAM:

Bamb_4341

BAC:	BamMC406_4858

BMJ:	BMULJ_04813(ybiC)

BMU:

Bmul_3704

BMK:

DM80_5086

BMUL:

NP80_4847

BCT:

GEM_3531

BCED:

DM42_5847

BCEP:

APZ15_28390

BDL:

AK34_3599

BPYR:

ABD05_24720

BCON:

NL30_01730 NL30_16180

BDF:	WI26_23635

BLAT:

WK25_26805

BTEI:

WS51_07850

BSEM:

WJ12_30605

BPSL:

WS57_03400

BMEC:

WJ16_29210

BSTG:

WT74_29735

BSTL:

BBJ41_24285

BANN:

JFN94_28665

BARI:

NLX30_26670

BAEN:

L3V59_24980

BSER:

R0290_17380

BUG:	BC1001_3756

BYI:	BYI23_B006540

BUK:

MYA_5051

BUE:	BRPE67_BCDS08850

BUQ:	AC233_20755

BUM:	AXG89_21570

BUI:	AX768_24100

BURK:

DM992_22225

BPH:

Bphy_5277

BGE:	BC1002_4042

BPX:	BUPH_00322

BPY:	Bphyt_5456

BCAI:

K788_0002937

PSPW:

BJG93_25975

PARA:

BTO02_06355

PHS:	C2L64_24685

PTER:

C2L65_23600

PGP:	CUJ91_22670

PCJ:	CUJ87_22265

PTS:	CUJ90_29855

PMEG:

FNZ07_00650

PGIS:

I6I06_23935

PACP:

FAZ97_24460

PACS:

FAZ98_22870

PEW:	KZJ38_17700

PSAA:

QEN71_10905

PHUN:

U0042_08030

PLAD:

PPGU16_39040

CABA:

SBC2_58360(hcxB)

BUO:	BRPE64_BCDS06860(ybiC)

CABK:

NK8_35440

TVL:	FAZ95_33500

BFZ:	BAU07_03380

BOZ:	DBV39_18870

ODH:	DHf2319_09600

RHY:	RD110_04390

RHF:	EUB48_18815

POL:

Bpro_3968

POS:	DT070_03385

PVAC:

HC248_02881(hcxB_2)

VEI:

Veis_1530

VAP:	Vapar_0782

VPE:	Varpa_0800

VPD:	VAPA_1c08430

VAA:	AX767_07380

VBO:	CKY39_03955

VAM:	C4F17_15290

VAZ:	H7F35_16055

VAV:	IG196_02320

CTEZ:

CT3_36280

RTA:

Rta_08970

LIM:	L103DPR2_00626(ybiC)

LIH:	L63ED372_02625(ybiC)

SUTT:

SUTMEG_20000

SUTK:

FG381_06190

SWS:	I6J16_00030

MLO:

mlr9117

BJA:	bll2917(bll2917)

BJU:	BJ6T_67890 BJ6T_68480

BJP:	RN69_32930 RN69_33220

BRA:

BRADO2597

BBT:

BBta_2943

BRS:

S23_50980

AOL:

S58_50150

BRC:	BCCGELA001_13060 BCCGELA001_13315

BRAD:

BF49_1720 BF49_1774

BIC:	LMTR13_28430

BRO:	BRAD285_4739

BRK:	CWS35_18135

BOT:	CIT37_39020

BRQ:	CIT40_09065

BGQ:	X265_26365

BGZ:	XH91_24600

BSYM:

CIT39_08165 CIT39_08460

BBET:

F8237_05505

BARH:

WN72_16000

BVZ:	BRAD3257_5784(ybiC)

BEL:	BE61_70620

BDG:	LPJ38_17615 LPJ38_17875

BSEP:

HAP48_0030810

BQB:	J4P68_0032070

BSEI:

KMZ68_09630

BBAN:

J4G43_016705 J4G43_016990

BCAN:

BcanWSM471_13885 BcanWSM471_14145

BAUT:

QA635_28615

BBRA:

QA636_30500

BGK:	IC762_11620

BCOU:

IC761_24805

BPAH:

QA639_15380

BXN:	I3J27_10905

BROS:

QUH67_11825 QUH67_30270

BRAZ:

LRP30_12450

BOY:	LQG66_11350

BRAY:

ML401_09910

RPA:	TX73_019450

RPB:

RPB_1710

RPC:

RPC_1699

RPD:

RPD_3587

RPT:

Rpal_4277

RPX:	Rpdx1_1587

RBK:	E0H22_18025

RHOR:

ONR75_22980

RHOL:

RBJ75_00880

VGO:	GJW-30_1_02181(ybiC)

TRB:	HB776_13875

TALZ:

RPMA_20140

BVV:	BHK69_19355

BVES:

QO058_00810

BOP:	AXW83_07660

BOS:	BSY19_2656

BOI:	BLM15_06645

BOF:	FQV39_04075

BOW:	NWE53_04840

BOSE:

RMR04_14755

STAR:

G3545_25755

MRD:	Mrad2831_3061

MET:

M446_6488

MNO:

Mnod_6588

MOR:

MOC_3439

MAQU:

Maq22A_c16540

MPHY:

MCBMB27_02475

MEE:	DA075_22540

METX:

A3862_16640

MMES:

MMSR116_15560

MTEA:

DK419_16250

MIND:

mvi_46040

MTAD:

M6G65_32955

MOC:	BB934_16735

RHJ:	HZY79_01380

PSIN:

CAK95_00185

RBM:	TEF_07945 TEF_09375

PHR:	C6569_08080

PSTG:

E8M01_33730

PAQT:

E8L99_16820

SIL:

SPO1603

LEJ:	ETW24_04545

SPOT:

G6548_05185

SULB:

IV89_002679

TSCO:

R1T40_21920

MMR:	Mmar10_0711

HYT:	HXX25_01495

ZMP:	Zymop_1077

RGI:	RGI145_06295

ROS:	CTJ15_11105

RMUC:

FOB66_08110

RMT:	IAI58_14260

RFL:	Rmf_01580 Rmf_44780

RCV:	PFY06_16565

SRF:	LHU95_03030 LHU95_11910

RAP:	RHOA_0566(hcxB) RHOA_1359(hcxB)

SHUM:

STHU_18420 STHU_40300 STHU_51190

SVC:	STVA_34900 STVA_51100

STEL:

STAQ_17320 STAQ_46330

AZL:	AZL_a00760 AZL_a06180

ALI:	AZOLI_p20546

ABS:	AZOBR_p130099(ldh)

ABQ:	ABAZ39_18425

ABF:	AMK58_16305

ATI:	AL072_27750

AZT:	TSH58p_29005

AZM:	DM194_19645 DM194_22170

AZZ:	DEW08_01245

AARE:

D3093_15450

AZS:	E6C72_16090 E6C72_23440

SKT:	IGS68_02365

SMUC:

JL100_002470

SROE:

JL101_023045

FER:	FNB15_01600

ELIO:

KO353_01085 KO353_03675 KO353_05605

NACI:

NUH88_01885 NUH88_11400

THAR:

T8K17_02885 T8K17_19110

TMO:	TMO_0662(ybiC)

HFL:	PUV54_01395

SNEA:

NBZ79_18745

ASOI:

MTP13_14750

DNI:	HX89_07150

ARS:	ADJ73_10745

PDX:

Psed_6328

PSDS:

K1T35_38760

VER:	HUT12_13325

PSUU:

Psuf_086470

GAZ:	Pan241w_17250(ybiC_1)

GAW:	V144x_26030(ybiC_2)

HALG:

HUG10_07180

» show all

Reference

Authors

Petersen M, Alfermann AW.

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

[ag:CAD47810]

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

[ag:AAZ67354]