KEGG   ENZYME: 2.3.1.260Help
Entry
EC 2.3.1.260                Enzyme                                 

Name
tetracycline polyketide synthase
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
BRITE hierarchy
Sysname
malonyl-CoA:malonamoyl-[OxyC acyl-carrier protein] malonyltransferase
Reaction(IUBMB)
malonamoyl-[OxyC acyl-carrier protein] + 8 malonyl-CoA = 18-carbamoyl-3,5,7,9,11,13,15,17-octaoxooctadecanoyl-[OxyC acyl-carrier protein] + 8 CO2 + 8 CoA [RN:R11516]
Reaction(KEGG)
Substrate
malonamoyl-[OxyC acyl-carrier protein];
malonyl-CoA [CPD:C00083]
Product
18-carbamoyl-3,5,7,9,11,13,15,17-octaoxooctadecanoyl-[OxyC acyl-carrier protein];
CO2 [CPD:C00011];
CoA [CPD:C00010]
Comment
The synthesis, in the bacterium Streptomyces rimosus, of the tetracycline antibiotics core skeleton requires a minimal polyketide synthase (PKS) consisting of a ketosynthase (KS), a chain length factor (CLF), and an acyl-carrier protein (ACP). Initiation involves an amide-containing starter unit that becomes the C-2 amide that is present in the tetracycline compounds. Following the initiation, the PKS catalyses the iterative condensation of 8 malonyl-CoA molecules to yield the polyketide backbone of tetracycline. Throughout the proccess, the nascent chain is attached to the OxyC acyl-carrier protein.
History
EC 2.3.1.260 created 2016
Pathway
ec00253  Tetracycline biosynthesis
ec01056  Biosynthesis of type II polyketide backbone
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K05551  minimal PKS ketosynthase (KS/KS alpha)
K05552  minimal PKS chain-length factor (CLF/KS beta)
Genes
MBD: MEBOL_003040 MEBOL_003041
ABF: AMK58_25510
SPAE: E2C16_10950
MSAO: MYCSP_12695 MYCSP_12700
MSAL: DSM43276_02542 DSM43276_02543
NBR: O3I_007445 O3I_007450 O3I_015110 O3I_015115
NNO: NONO_c10800 NONO_c10810
NTP: CRH09_08670 CRH09_08675
NOZ: DMB37_03465 DMB37_03470
SCO: SCO5087(actIORF1) SCO5088(actIORF2)
SMA: SAVERM_2375(pks9-3) SAVERM_2376(pks9-4)
STRP: F750_1305(whiE-KS) F750_1306(whiE-CLF)
STRM: M444_36340
SALJ: SMD11_0675(actI1) SMD11_0676(actI2) SMD11_1144(actI2) SMD11_6044(actI1) SMD11_6045(actI2)
AMD: AMED_5434(fabF) AMED_5435(fabF)
AMM: AMES_5369(fabF) AMES_5370(fabF)
AMZ: B737_5369(fabF) B737_5370(fabF)
 » show all
Taxonomy
Reference
1
  Authors
Thomas, R. and Williams, D.J.
  Title
Oxytetracycline biosynthesis: origin of the carboxamide substituent.
  Journal
J Chem Soc, Chem Commun:677-679 (1983)
Reference
2  [PMID:16597959]
  Authors
Zhang W, Ames BD, Tsai SC, Tang Y.
  Title
Engineered biosynthesis of a novel amidated polyketide, using the malonamyl-specific initiation module from the oxytetracycline polyketide synthase.
  Journal
Appl Environ Microbiol 72:2573-80 (2006)
DOI:10.1128/AEM.72.4.2573-2580.2006
  Sequence
Reference
3  [PMID:22500899]
  Authors
Yu L, Cao N, Wang L, Xiao C, Guo M, Chu J, Zhuang Y, Zhang S
  Title
Oxytetracycline biosynthesis improvement in Streptomyces rimosus following duplication of minimal PKS genes.
  Journal
Enzyme Microb Technol 50:318-24 (2012)
DOI:10.1016/j.enzmictec.2012.03.001
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.260
IUBMB Enzyme Nomenclature: 2.3.1.260
ExPASy - ENZYME nomenclature database: 2.3.1.260
BRENDA, the Enzyme Database: 2.3.1.260

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