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
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
RN: R06632
GO: 0050585
Genes
MSD: MYSTI_03600
MFB: MFUL124B02_19465
AGE: AA314_04078
CFUS: CYFUS_002913
THAA: CFI11_12525
NTP: CRH09_30890(hppD)
NHU: H0264_30685(hppD)
SCO: SCO3229(SCE63.04)
SVL: Strvi_8789
SRC: M271_09160 M271_27680
SBH: SBI_01126
SALU: DC74_563
SALL: SAZ_03310
STRE: GZL_08687
SKY: D0C37_28235(hppD)
SALW: CP975_31965(hppD)
SLAU: SLA_6884
SCYA: EJ357_01680(hppD)
SKA: CP970_03010(hppD) CP970_07050(hppD) CP970_09760(hppD)
SRK: FGW37_00515(hppD)
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)
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)
KFL: Kfla_6066
THAO: NI17_008240(hppD)
SRO: Sros_6970
NCX: Nocox_13265(noc2)
NGN: LCN96_07790(hppD) LCN96_24325(hppD)
AOI: AORI_1495(hppD)
AMI: Amir_4590
SSYI: EKG83_29580(hppD) EKG83_30955(hppD)
KAL: KALB_6132
ACTI: UA75_15380
ACAD: UA74_14810
ACTA: C1701_23410(hppD)
SAQ: Sare_2673
MIL: ML5_4909
MTUA: CSH63_07635(hppD)
MICH: FJK98_16440(hppD)
MTEM: GCE86_13405(hppD)
MCAB: HXZ27_18210(hppD)
DVC: Dvina_13810(hppD) Dvina_18685(hppD)
CAI: Caci_3256
HAU: Haur_1888
AG: AAT09803(nocF) CAA11761(hmaS)
 » show all
Reference
  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
Reference
  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
  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

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
MSDMYSTI_03600
MFBMFUL124B02_19465
AGEAA314_04078
CFUSCYFUS_002913
THAACFI11_12525
NTPCRH09_30890(hppD)
NHUH0264_30685(hppD)
SCOSCO3229(SCE63.04)
SVLStrvi_8789
SRCM271_09160 M271_27680
SBHSBI_01126
SALUDC74_563
SALLSAZ_03310
SLVSLIV_21545
SVTSVTN_32165 SVTN_32295
STREGZL_08687
SLCSL103_26560
STRCAA958_31850
SAMBSAM23877_5652
SRWTUE45_06938
SPAVSpa2297_02915 Spa2297_26610 Spa2297_32985
STSIA4E84_04200 A4E84_32820
SKYD0C37_28235(hppD)
SALWCP975_31965(hppD)
SNRSNOUR_39385
SPLULK06_002715 LK06_031630
SSIAA7J05_04105
SLAUSLA_6884
STROSTRMOE7_29130
SFKKY5_6265c KY5_6719 KY5_7437c
SCYAEJ357_01680(hppD)
SKACP970_03010(hppD) CP970_07050(hppD) CP970_09760(hppD)
SRKFGW37_00515(hppD)
SGALCP966_31740
SVRCP971_02370(hppD) CP971_08110(hppD)
SFYGFH48_02890(hppD) GFH48_36325(hppD)
SBYH7H31_03515(hppD)
SRIMCP984_06500(hppD)
SFUGCNQ36_25575(hppD)
STSUB7R87_00120 B7R87_00865
SCHACP983_01445(hppD) CP983_10855(hppD)
SGXH4W23_38355(hppD)
SATAC5746_00990(hppD) C5746_42245(hppD)
SAUHSU9_002080(hppD)
SANUK7396_35155(hppD)
SINEKI385_01575(hppD) KI385_38530(hppD)
KSKKSE_65080 KSE_67340
KAUB6264_28345
KITCFP65_1222
KFLKfla_6066
THAONI17_008240(hppD)
AGRAAGRA3207_002325 AGRA3207_007458
SROSros_6970
NOABKM31_54205
NCXNocox_13265(noc2)
NGNLCN96_07790(hppD) LCN96_24325(hppD)
FRAFrancci3_2454
AOIAORI_1495(hppD)
AJAAJAP_32040
AMYBBKN51_28930 BKN51_41520
AORISD37_16610 SD37_33645
AMIAmir_4590
SSYIEKG83_29580(hppD) EKG83_30955(hppD)
KALKALB_6132
ACTIUA75_15380
ACADUA74_14810
ACTAC1701_23410(hppD)
STPStrop_2490 Strop_2727
SAQSare_2673
MAUMicau_3482
MILML5_4909
MICBMicB006_2537
MTUACSH63_07635(hppD)
MICHFJK98_16440(hppD)
MTEMGCE86_13405(hppD)
MCABHXZ27_18210(hppD)
MSAGGCM10017556_53780
VMAVAB18032_22230
PFLAPflav_007570
PSUUPsuf_064610
ATLAthai_13960
PRYPrubr_36840 Prubr_65200
CATICS0771_77170
DVCDvina_13810(hppD) Dvina_18685(hppD)
CAICaci_3256
HAUHaur_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
Reference
2
  Authors
Choroba, O.W., Williams, D.H. and Spencer, J.B.
  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

KEGG   REACTION: R06632
Entry
R06632                      Reaction                               
Name
4-hydroxyphenylpyruvate:oxygen oxidoreductase (decarboxylating)
Definition
3-(4-Hydroxyphenyl)pyruvate + Oxygen <=> (S)-4-Hydroxymandelate + CO2
Equation
Reaction class
RC01471  C01179_C03198
Enzyme
Pathway
rn00261  Monobactam biosynthesis
rn01055  Biosynthesis of vancomycin group antibiotics
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Orthology
K16421  4-hydroxymandelate synthase [EC:1.13.11.46]

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