KEGG   ORTHOLOGY: K16421
Entry
K16421                      KO                                     
Symbol
hmaS, nocF
Name
4-hydroxymandelate synthase [EC:1.13.11.46]
Pathway
map00261  Monobactam biosynthesis
map01055  Biosynthesis of vancomycin group antibiotics
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Reaction
R06632  4-hydroxyphenylpyruvate:oxygen oxidoreductase (decarboxylating)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01055 Biosynthesis of vancomycin group antibiotics
    K16421  hmaS, nocF; 4-hydroxymandelate synthase
  09110 Biosynthesis of other secondary metabolites
   00261 Monobactam biosynthesis
    K16421  hmaS, nocF; 4-hydroxymandelate synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01008 Polyketide biosynthesis proteins
    K16421  hmaS, nocF; 4-hydroxymandelate synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.13  Acting on single donors with incorporation of molecular oxygen (oxygenases)
   1.13.11  With incorporation of two atoms of oxygen
    1.13.11.46  4-hydroxymandelate synthase
     K16421  hmaS, nocF; 4-hydroxymandelate synthase
Polyketide biosynthesis proteins [BR:ko01008]
 Nonribosomal peptide tailoring proteins
  Others
   K16421  hmaS, nocF; 4-hydroxymandelate synthase
Other DBs
GO: 0050585
Genes
BNU: N3Z17_07100(hppD)
THAA: CFI11_12525
MSD: MYSTI_03600
MFB: MFUL124B02_19465
MLAN: JY572_08610(hppD)
AGE: AA314_04078
CFUS: CYFUS_002913
NTP: CRH09_30890(hppD)
NHU: H0264_30685(hppD)
SCO: SCO3229(SCE63.04)
SVL: Strvi_8789
SRC: M271_09160 M271_27680
SBH: SBI_01126
SLV: SLIV_21545
SVT: SVTN_32165 SVTN_32295
STRE: GZL_08687
SLC: SL103_26560
STRC: AA958_31850
SAMB: SAM23877_5652
SRW: TUE45_06938
SPAV: Spa2297_02915 Spa2297_26610 Spa2297_32985
STSI: A4E84_04200 A4E84_32820
SKY: D0C37_28235(hppD)
SALW: CP975_31965(hppD)
SNR: SNOUR_39385
SALU: DC74_563
SALL: SAZ_03310
SPLU: LK06_002715 LK06_031630
SSIA: A7J05_04105
SLAU: SLA_6884
STRO: STRMOE7_29130
SFK: KY5_6265c KY5_6719 KY5_7437c
SCYA: EJ357_01680(hppD)
SKA: CP970_03010(hppD) CP970_07050(hppD) CP970_09760(hppD)
SRK: FGW37_00515(hppD)
SGAL: CP966_31740
SVR: CP971_02370(hppD) CP971_08110(hppD)
SFY: GFH48_02890(hppD) GFH48_36325(hppD)
SBY: H7H31_03515(hppD)
SRIM: CP984_06500(hppD)
SFUG: CNQ36_25575(hppD)
STSU: B7R87_00120 B7R87_00865
SCHA: CP983_01445(hppD) CP983_10855(hppD)
SGX: H4W23_38355(hppD)
SATA: C5746_00990(hppD) C5746_42245(hppD)
SAUH: SU9_002080(hppD)
SANU: K7396_35155(hppD)
SINE: KI385_01575(hppD) KI385_38530(hppD)
SDUR: M4V62_39095(hppD)
SRUG: F0345_27930(hppD)
SNIG: HEK616_29510 HEK616_51390 HEK616_51650
SENG: OJ254_30510(hppD) OJ254_30635(hppD)
SANT: QR300_24025(hppD)
SYUN: MOV08_40300(hppD)
SFIY: F0344_35060(hppD)
SHAU: K9S39_10855(hppD)
STRZ: OYE22_03385(hppD)
KBU: Q4V64_04815(hppD)
SLUO: PS467_34840(hppD)
SMIB: SMIR_40390 SMIR_40425(hppD)
KSK: KSE_65080 KSE_67340
KAU: B6264_28345
KIT: CFP65_1222
KIS: HUT16_30870 HUT16_31070(hppD) HUT16_31790(hppD)
KCH: O1G21_10155(hppD) O1G21_34405(hppD)
STRH: GXP74_15495(hppD) GXP74_26090(hppD)
ABRY: NYE86_02870(hppD)
KFL: Kfla_6066
KSL: OG809_05925(hppD)
KRI: OX958_06450(hppD)
THAO: NI17_008240(hppD)
NEC: KGD82_24210(hppD)
AGRA: AGRA3207_002325 AGRA3207_007458
AMAZ: LUW76_44620(hppD)
SRO: Sros_6970
NOA: BKM31_54205
NCX: Nocox_13265(noc2)
NGN: LCN96_07790(hppD) LCN96_24325(hppD)
FRA: Francci3_2454
AOI: AORI_1495(hppD)
AJA: AJAP_32040
AMYB: BKN51_28930 BKN51_41520
AORI: SD37_16610 SD37_33645
AROO: NQK81_15410(hppD) NQK81_30300(hppD)
AMOG: QRX60_51090(hppD)
ACOR: LCL61_00260(hppD)
AMI: Amir_4590
SSYI: EKG83_29580(hppD) EKG83_30955(hppD)
SACX: IOD16_14555(hppD)
KAL: KALB_6132
KUT: JJ691_47820 JJ691_70350
ACTI: UA75_15380
ACAD: UA74_14810
ACTA: C1701_23410(hppD)
STP: Strop_2490 Strop_2727
SAQ: Sare_2673
MAU: Micau_3482
MIL: ML5_4909
MICB: MicB006_2537
MTUA: CSH63_07635(hppD)
MICH: FJK98_16440(hppD)
MTEM: GCE86_13405(hppD)
MCAB: HXZ27_18210(hppD)
MSAG: GCM10017556_53780
VMA: VAB18032_22230
MCHL: PVK74_07655(hppD)
MFEU: H1D33_22995(hppD) H1D33_24960(hppD)
MHAW: RMN56_24450(hppD)
MCAY: PVK37_21320(hppD)
AOU: ACTOB_006460(hppD)
PFLA: Pflav_007570
PSUU: Psuf_064610
ATL: Athai_13960
PRY: Prubr_36840 Prubr_65200
CATI: CS0771_77170
DVC: Dvina_13810(hppD) Dvina_18685(hppD)
DFU: Dfulv_12455(hppD)
DAUR: Daura_12945(hppD)
DMAT: Dmats_13345(hppD)
DACT: KZZ52_12680(hppD)
CAI: Caci_3256
HAU: Haur_1888
AG: AAT09803(nocF) CAA11761(hmaS)
 » show all
Reference
PMID:11137816
  Authors
Hubbard BK, Thomas MG, Walsh CT
  Title
Biosynthesis of L-p-hydroxyphenylglycine, a non-proteinogenic amino acid constituent of peptide antibiotics.
  Journal
Chem Biol 7:931-42 (2000)
DOI:10.1016/S1074-5521(00)00043-0
  Sequence
[ag:CAA11761]
Reference
PMID:12445768
  Authors
Hojati Z, Milne C, Harvey B, Gordon L, Borg M, Flett F, Wilkinson B, Sidebottom PJ, Rudd BA, Hayes MA, Smith CP, Micklefield J
  Title
Structure, biosynthetic origin, and engineered biosynthesis of calcium-dependent antibiotics from Streptomyces coelicolor.
  Journal
Chem Biol 9:1175-87 (2002)
DOI:10.1016/S1074-5521(02)00252-1
  Sequence
[sco:SCO3229]
Reference
PMID:15271351
  Authors
Gunsior M, Breazeale SD, Lind AJ, Ravel J, Janc JW, Townsend CA
  Title
The biosynthetic gene cluster for a monocyclic beta-lactam antibiotic, nocardicin A.
  Journal
Chem Biol 11:927-38 (2004)
DOI:10.1016/j.chembiol.2004.04.012
  Sequence
[ag:AAT09803]
LinkDB

KEGG   ENZYME: 1.13.11.46
Entry
EC 1.13.11.46               Enzyme                                 
Name
4-hydroxymandelate synthase;
4-hydroxyphenylpyruvate dioxygenase II
Class
Oxidoreductases;
Acting on single donors with incorporation of molecular oxygen (oxygenases);
With incorporation of two atoms of oxygen
Sysname
(S)-4-hydroxyphenylpyruvate:oxygen oxidoreductase (decarboxylating)
Reaction(IUBMB)
4-hydroxyphenylpyruvate + O2 = (S)-4-hydroxymandelate + CO2 [RN:R06632]
Reaction(KEGG)
R06632;
(other) R05778
Substrate
4-hydroxyphenylpyruvate [CPD:C01179];
O2 [CPD:C00007]
Product
(S)-4-hydroxymandelate [CPD:C03198];
CO2 [CPD:C00011]
Comment
Requires Fe2+. Involved in the biosynthesis of the vancomycin group of glycopeptide antibiotics.
History
EC 1.13.11.46 created 2001
Pathway
ec00261  Monobactam biosynthesis
ec01055  Biosynthesis of vancomycin group antibiotics
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K16421  4-hydroxymandelate synthase
Genes
BNU: N3Z17_07100(hppD)
THAA: CFI11_12525
MSD: MYSTI_03600
MFB: MFUL124B02_19465
MLAN: JY572_08610(hppD)
AGE: AA314_04078
CFUS: CYFUS_002913
NTP: CRH09_30890(hppD)
NHU: H0264_30685(hppD)
SCO: SCO3229(SCE63.04)
SVL: Strvi_8789
SRC: M271_09160 M271_27680
SBH: SBI_01126
SLV: SLIV_21545
SVT: SVTN_32165 SVTN_32295
STRE: GZL_08687
SLC: SL103_26560
STRC: AA958_31850
SAMB: SAM23877_5652
SRW: TUE45_06938
SPAV: Spa2297_02915 Spa2297_26610 Spa2297_32985
STSI: A4E84_04200 A4E84_32820
SKY: D0C37_28235(hppD)
SALW: CP975_31965(hppD)
SNR: SNOUR_39385
SALU: DC74_563
SALL: SAZ_03310
SPLU: LK06_002715 LK06_031630
SSIA: A7J05_04105
SLAU: SLA_6884
STRO: STRMOE7_29130
SFK: KY5_6265c KY5_6719 KY5_7437c
SCYA: EJ357_01680(hppD)
SKA: CP970_03010(hppD) CP970_07050(hppD) CP970_09760(hppD)
SRK: FGW37_00515(hppD)
SGAL: CP966_31740
SVR: CP971_02370(hppD) CP971_08110(hppD)
SFY: GFH48_02890(hppD) GFH48_36325(hppD)
SBY: H7H31_03515(hppD)
SRIM: CP984_06500(hppD)
SFUG: CNQ36_25575(hppD)
STSU: B7R87_00120 B7R87_00865
SCHA: CP983_01445(hppD) CP983_10855(hppD)
SGX: H4W23_38355(hppD)
SATA: C5746_00990(hppD) C5746_42245(hppD)
SAUH: SU9_002080(hppD)
SANU: K7396_35155(hppD)
SINE: KI385_01575(hppD) KI385_38530(hppD)
SDUR: M4V62_39095(hppD)
SRUG: F0345_27930(hppD)
SNIG: HEK616_29510 HEK616_51390 HEK616_51650
SENG: OJ254_30510(hppD) OJ254_30635(hppD)
SANT: QR300_24025(hppD)
SYUN: MOV08_40300(hppD)
SFIY: F0344_35060(hppD)
SHAU: K9S39_10855(hppD)
STRZ: OYE22_03385(hppD)
KBU: Q4V64_04815(hppD)
SLUO: PS467_34840(hppD)
SMIB: SMIR_40390 SMIR_40425(hppD)
KSK: KSE_65080 KSE_67340
KAU: B6264_28345
KIT: CFP65_1222
KIS: HUT16_30870 HUT16_31070(hppD) HUT16_31790(hppD)
KCH: O1G21_10155(hppD) O1G21_34405(hppD)
STRH: GXP74_15495(hppD) GXP74_26090(hppD)
ABRY: NYE86_02870(hppD)
KFL: Kfla_6066
KSL: OG809_05925(hppD)
KRI: OX958_06450(hppD)
THAO: NI17_008240(hppD)
NEC: KGD82_24210(hppD)
AGRA: AGRA3207_002325 AGRA3207_007458
AMAZ: LUW76_44620(hppD)
SRO: Sros_6970
NOA: BKM31_54205
NCX: Nocox_13265(noc2)
NGN: LCN96_07790(hppD) LCN96_24325(hppD)
FRA: Francci3_2454
AOI: AORI_1495(hppD)
AJA: AJAP_32040
AMYB: BKN51_28930 BKN51_41520
AORI: SD37_16610 SD37_33645
AROO: NQK81_15410(hppD) NQK81_30300(hppD)
AMOG: QRX60_51090(hppD)
ACOR: LCL61_00260(hppD)
AMI: Amir_4590
SSYI: EKG83_29580(hppD) EKG83_30955(hppD)
SACX: IOD16_14555(hppD)
KAL: KALB_6132
KUT: JJ691_47820 JJ691_70350
ACTI: UA75_15380
ACAD: UA74_14810
ACTA: C1701_23410(hppD)
STP: Strop_2490 Strop_2727
SAQ: Sare_2673
MAU: Micau_3482
MIL: ML5_4909
MICB: MicB006_2537
MTUA: CSH63_07635(hppD)
MICH: FJK98_16440(hppD)
MTEM: GCE86_13405(hppD)
MCAB: HXZ27_18210(hppD)
MSAG: GCM10017556_53780
VMA: VAB18032_22230
MCHL: PVK74_07655(hppD)
MFEU: H1D33_22995(hppD) H1D33_24960(hppD)
MHAW: RMN56_24450(hppD)
MCAY: PVK37_21320(hppD)
AOU: ACTOB_006460(hppD)
PFLA: Pflav_007570
PSUU: Psuf_064610
ATL: Athai_13960
PRY: Prubr_36840 Prubr_65200
CATI: CS0771_77170
DVC: Dvina_13810(hppD) Dvina_18685(hppD)
DFU: Dfulv_12455(hppD)
DAUR: Daura_12945(hppD)
DMAT: Dmats_13345(hppD)
DACT: KZZ52_12680(hppD)
CAI: Caci_3256
HAU: Haur_1888
 » show all
Reference
1  [PMID:11137816]
  Authors
Hubbard BK, Thomas MG, Walsh CT
  Title
Biosynthesis of L-p-hydroxyphenylglycine, a non-proteinogenic amino acid constituent of peptide antibiotics.
  Journal
Chem Biol 7:931-42 (2000)
DOI:10.1016/S1074-5521(00)00043-0
  Sequence
[ag:CAA11761]
Reference
2
  Authors
Choroba OW, Williams DH, Spencer JB.
  Title
Biosynthesis of the vancomycin group of antibiotics: involvement of an unusual dioxygenase in the pathway to (S)-4-hydroxyphenylglycine.
  Journal
J Am Chem Soc 122:5389-5390 (2000)
Other DBs
ExplorEnz - The Enzyme Database: 1.13.11.46
IUBMB Enzyme Nomenclature: 1.13.11.46
ExPASy - ENZYME nomenclature database: 1.13.11.46
BRENDA, the Enzyme Database: 1.13.11.46
CAS: 280566-04-3
LinkDB

KEGG   REACTION: R06632
Entry
R06632                      Reaction                               
Name
4-hydroxyphenylpyruvate:oxygen oxidoreductase (decarboxylating)
Definition
3-(4-Hydroxyphenyl)pyruvate + Oxygen <=> (S)-4-Hydroxymandelate + CO2
Equation
C01179 + C00007 <=> C03198 + C00011
Reaction class
RC01471  C01179_C03198
Enzyme
1.13.11.46
Pathway
rn00261  Monobactam biosynthesis
rn01055  Biosynthesis of vancomycin group antibiotics
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.13  Acting on single donors with incorporation of molecular oxygen (oxygenases)
   1.13.11  With incorporation of two atoms of oxygen
    1.13.11.46
     R06632  3-(4-Hydroxyphenyl)pyruvate + Oxygen <=> (S)-4-Hydroxymandelate + CO2
Orthology
K16421  4-hydroxymandelate synthase [EC:1.13.11.46]
LinkDB

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