KEGG   ENZYME: 2.3.1.246
Entry
EC 2.3.1.246                Enzyme                                 
Name
3,5-dihydroxyphenylacetyl-CoA synthase;
DpgA
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
Sysname
malonyl-CoA:malonyl-CoA malonyltransferase (3,5-dihydroxyphenylacetyl-CoA-forming)
Reaction(IUBMB)
4 malonyl-CoA = (3,5-dihydroxyphenylacetyl)-CoA + 3 CoA + 4 CO2 + H2O [RN:R06625]
Reaction(KEGG)
R06625
Substrate
malonyl-CoA [CPD:C00083]
Product
3,5-dihydroxyphenylacetyl-CoA [CPD:C12324];
CoA [CPD:C00010];
CO2 [CPD:C00011];
H2O [CPD:C00001]
Comment
The enzyme, characterized from the bacterium Amycolatopsis mediterranei, is involved in biosynthesis of the nonproteinogenic amino acid (S)-3,5-dihydroxyphenylglycine, a component of the vancomycin-type antibiotic balhimycin.
History
EC 2.3.1.246 created 2015
Pathway
ec01055  Biosynthesis of vancomycin group antibiotics
ec01110  Biosynthesis of secondary metabolites
Orthology
K16424  3,5-dihydroxyphenylacetyl-CoA synthase
Genes
SMAF: D781_2331
SERM: CLM71_12100
RBAD: H2866_19105
XAL: XALC_1059
XTN: FD63_09790
XPR: MUG10_21500
PAND: DRB87_09790
MNR: ACZ75_13535
BSTO: C0V70_02630
PUO: RZN69_11825
NBR: O3I_032820
NTP: CRH09_30870 CRH09_31745
NAD: NCTC11293_04865
NIE: KV110_15715
NGP: LTT66_10445
NVU: V7968_40640(dpgA)
SRC: M271_00240 M271_09145
SMAL: SMALA_7737
SSOI: I1A49_42475
SBH: SBI_03177
SVE: SVEN_0493
SCW: TU94_04905 TU94_32245
STRC: AA958_31865
SLE: sle_03950(sle_03950) sle_58620(sle_58620)
STSI: A4E84_04190
SKY: D0C37_02210
SALW: CP975_31980
SPHW: NFX46_19255
SGRS: V9K83_19845(dpgA)
SSIA: A7J05_04090
SFK: KY5_6273 KY5_7440
SKA: CP970_02995 CP970_09670
SGZ: C0216_32530
SGAL: CP966_31750
SAQU: EJC51_23015
STSU: B7R87_00855
SVD: CP969_02990
SROI: IAG44_40635
KBU: Q4V64_04805
SLUO: PS467_34855 PS467_39715
SMIB: SMIR_40380
STRL: HEP84_04720(dpgA)
STRV: EZV63_00445
KAU: B6264_25030
KCH: O1G21_34425
STRH: GXP74_22695
KFL: Kfla_4132
NDA: Ndas_1740
ACTW: F7P10_10120
AGRA: AGRA3207_002330
AMAZ: LUW76_44605
NOA: BKM31_54175
NCX: Nocox_13295(noc8)
NGN: LCN96_07940
FRA: Francci3_2458
SACC: EYD13_07740
AOI: AORI_1502(bcsA) AORI_5330(bcsA)
AJA: AJAP_32005
AMYB: BKN51_41555
AAB: A4R43_07900
AMYY: YIM_22225
AORI: SD37_33610
AROO: NQK81_15375
ACOR: LCL61_00295(dpgA)
ABAR: AMYBAR_003246(aba30)
AMYE: MJQ72_33870
AMYS: CVV72_21480
KUT: JJ691_30260 JJ691_70290
MTEM: GCE86_08035
MSAG: GCM10017556_56550
MFEU: H1D33_24995(dpgA)
ACTL: L3i22_092840(pks18)
AOU: ACTOB_006418 ACTOB_006457
PFLA: Pflav_008040
PSUU: Psuf_070250
PRY: Prubr_65020(pks18)
MPRO: BJP34_31700
 » show all
Reference
1  [PMID:11495926]
  Authors
Pfeifer V, Nicholson GJ, Ries J, Recktenwald J, Schefer AB, Shawky RM, Schroder J, Wohlleben W, Pelzer S
  Title
A polyketide synthase in glycopeptide biosynthesis: the biosynthesis of the non-proteinogenic amino acid (S)-3,5-dihydroxyphenylglycine.
  Journal
J Biol Chem 276:38370-7 (2001)
DOI:10.1074/jbc.M106580200
  Sequence
[ag:CAC48378]
Reference
2  [PMID:11752437]
  Authors
Chen H, Tseng CC, Hubbard BK, Walsh CT
  Title
Glycopeptide antibiotic biosynthesis: enzymatic assembly of the dedicated amino acid monomer (S)-3,5-dihydroxyphenylglycine.
  Journal
Proc Natl Acad Sci U S A 98:14901-6 (2001)
DOI:10.1073/pnas.221582098
Reference
3  [PMID:14744141]
  Authors
Tseng CC, McLoughlin SM, Kelleher NL, Walsh CT
  Title
Role of the active site cysteine of DpgA, a bacterial type III polyketide synthase.
  Journal
Biochemistry 43:970-80 (2004)
DOI:10.1021/bi035714b
Reference
4  [PMID:22492619]
  Authors
Wu HC, Li YS, Liu YC, Lyu SY, Wu CJ, Li TL
  Title
Chain elongation and cyclization in type III PKS DpgA.
  Journal
Chembiochem 13:862-71 (2012)
DOI:10.1002/cbic.201200051
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.246
IUBMB Enzyme Nomenclature: 2.3.1.246
ExPASy - ENZYME nomenclature database: 2.3.1.246
BRENDA, the Enzyme Database: 2.3.1.246
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