KEGG   ENZYME: 6.2.1.74
Entry
EC 6.2.1.74                 Enzyme                                 

Name
3-amino-5-hydroxybenzoate---[acyl-carrier protein] ligase;
rifA (gene name);
mitE (gene name)
Class
Ligases;
Forming carbon-sulfur bonds;
Acid-thiol ligases
Sysname
3-amino-5-hydroxybenzoate:[acyl carrier protein] ligase (AMP-forming)
Reaction(IUBMB)
ATP + 3-amino-5-hydroxybenzoate + a holo-[acyl-carrier protein] = 3-amino-5-hydroxybenzoyl-[acyl-carrier protein] + AMP + diphosphate [RN:R12789]
Reaction(KEGG)
R12789
Substrate
ATP [CPD:C00002];
3-amino-5-hydroxybenzoate [CPD:C12107];
holo-[acyl-carrier protein] [CPD:C00229]
Product
3-amino-5-hydroxybenzoyl-[acyl-carrier protein] [CPD:C22389];
AMP [CPD:C00020];
diphosphate [CPD:C00013]
Comment
During the biosynthesis of most ansamycin antibiotics such as rifamycins, streptovaricins, naphthomycins, and chaxamycins, the activity is catalysed by the loading domain of the respective polyketide synthase (PKS), which transfers the substrate to the acyl-carrier protein domain of the first extension module of the PKS. During the biosynthesis of the mitomycins the reaction is catalysed by the MitE protein, which transfers the substrate to a dedicated acyl-carrier protein (MmcB).
History
EC 6.2.1.74 created 2021
Pathway
ec01051  Biosynthesis of ansamycins
Orthology
K15670  rifamycin polyketide synthase modules 1, 2 and 3
Genes
SSOI: I1A49_05870 I1A49_10320
SRW: TUE45_00070(eryA_1)
SLE: cxmA(cxmA)
SPAV: Spa2297_32540
SSPB: CP982_35280
SCYG: S1361_33940(eryA7)
AMD: AMED_0617(rifA)
AMN: RAM_03155
AMM: AMES_0615(rifA)
AMZ: B737_0616(rifA)
SAQ: Sare_1246
 » show all
Reference
1  [PMID:11352749]
  Authors
Admiraal SJ, Walsh CT, Khosla C.
  Title
The loading module of rifamycin synthetase is an adenylation-thiolation didomain with substrate tolerance for substituted benzoates.
  Journal
Biochemistry 40:6116-23 (2001)
DOI:10.1021/bi010080z
  Sequence
[amd:AMED_0617]
Reference
2  [PMID:11955082]
  Authors
Admiraal SJ, Khosla C, Walsh CT.
  Title
The loading and initial elongation modules of rifamycin synthetase collaborate to produce mixed aryl ketide products.
  Journal
Biochemistry 41:5313-24 (2002)
DOI:10.1021/bi0200312
  Sequence
[amd:AMED_0617]
Reference
3  [PMID:14599196]
  Authors
Admiraal SJ, Khosla C, Walsh CT.
  Title
A Switch for the transfer of substrate between nonribosomal peptide and polyketide modules of the rifamycin synthetase assembly line.
  Journal
J Am Chem Soc 125:13664-5 (2003)
DOI:10.1021/ja0379060
Reference
4  [PMID:19161340]
  Authors
Chamberland S, Gruschow S, Sherman DH, Williams RM.
  Title
Synthesis of potential early-stage intermediates in the biosynthesis of FR900482 and mitomycin C.
  Journal
Org Lett 11:791-4 (2009)
DOI:10.1021/ol802631c
Other DBs
ExplorEnz - The Enzyme Database: 6.2.1.74
IUBMB Enzyme Nomenclature: 6.2.1.74
ExPASy - ENZYME nomenclature database: 6.2.1.74
BRENDA, the Enzyme Database: 6.2.1.74

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