KEGG   ORTHOLOGY: K12709
Entry
K12709                      KO                                     
Symbol
novL, cloL, couL
Name
8-demethylnovobiocic acid synthase [EC:6.3.1.15]
Pathway
map00401  Novobiocin biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00401 Novobiocin biosynthesis
    K12709  novL, cloL, couL; 8-demethylnovobiocic acid synthase
Enzymes [BR:ko01000]
 6. Ligases
  6.3  Forming carbon-nitrogen bonds
   6.3.1  Acid-D-ammonia (or amine) ligases (amide synthases)
    6.3.1.15  8-demethylnovobiocic acid synthase
     K12709  novL, cloL, couL; 8-demethylnovobiocic acid synthase
Other DBs
RN: R06776 R06777 R06778 R10453
Genes
STUI: GCM10017668_29390
SHK: J2N69_02925
SDD: D9753_06660
NGV: CDO52_02200
AG: AAF67505(novL) AAG29784(couL) AAN65228(cloL)
Reference
  Authors
Steffensky M, Muhlenweg A, Wang ZX, Li SM, Heide L
  Title
Identification of the novobiocin biosynthetic gene cluster of Streptomyces spheroides NCIB 11891.
  Journal
Antimicrob Agents Chemother 44:1214-22 (2000)
DOI:10.1128/AAC.44.5.1214-1222.2000
  Sequence
Reference
  Authors
Pojer F, Li SM, Heide L.
  Title
Molecular cloning and sequence analysis of the clorobiocin biosynthetic gene cluster: new insights into the biosynthesis of aminocoumarin antibiotics.
  Journal
Microbiology 148:3901-11 (2002)
DOI:10.1099/00221287-148-12-3901
  Sequence
Reference
  Authors
Schmutz E, Steffensky M, Schmidt J, Porzel A, Li SM, Heide L.
  Title
An unusual amide synthetase (CouL) from the coumermycin A1 biosynthetic gene cluster from Streptomyces rishiriensis DSM 40489.
  Journal
Eur J Biochem 270:4413-9 (2003)
DOI:10.1046/j.1432-1033.2003.03830.x
  Sequence

KEGG   ENZYME: 6.3.1.15
Entry
EC 6.3.1.15                 Enzyme                                 
Name
8-demethylnovobiocic acid synthase;
novL (gene name);
novobiocin ligase;
novobiocic acid synthetase (misleading);
8-desmethyl-novobiocic acid synthetase;
8-demethylnovobiocic acid synthetase;
3-dimethylallyl-4-hydroxybenzoate:3-amino-4,7-dihydroxycoumarin ligase (AMP-forming)
Class
Ligases;
Forming carbon-nitrogen bonds;
Acid-D-ammonia (or amine) ligases (amide synthases)
Sysname
4-hydroxy-3-prenylbenzoate:3-amino-4,7-dihydroxycoumarin ligase (AMP-forming)
Reaction(IUBMB)
ATP + 4-hydroxy-3-prenylbenzoate + 3-amino-4,7-dihydroxycoumarin = AMP + diphosphate + 8-demethylnovobiocic acid [RN:R10453]
Reaction(KEGG)
R10453
Substrate
ATP [CPD:C00002];
4-hydroxy-3-prenylbenzoate [CPD:C12458];
3-amino-4,7-dihydroxycoumarin [CPD:C12468]
Product
AMP [CPD:C00020];
diphosphate [CPD:C00013];
8-demethylnovobiocic acid [CPD:C20629]
Comment
The enzyme is involved in the biosynthesis of the aminocoumarin antibiotic novobiocin.
History
EC 6.3.1.15 created 2013
Pathway
ec00401  Novobiocin biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K12709  8-demethylnovobiocic acid synthase
Genes
STUIGCM10017668_29390
SHKJ2N69_02925
SDDD9753_06660
NGVCDO52_02200
Reference
1  [PMID:10801869]
  Authors
Steffensky M, Li SM, Heide L
  Title
Cloning, overexpression, and purification of novobiocic acid synthetase from Streptomyces spheroides NCIMB 11891.
  Journal
J Biol Chem 275:21754-60 (2000)
DOI:10.1074/jbc.M003066200
  Sequence
Reference
2  [PMID:15218104]
  Authors
Pi N, Meyers CL, Pacholec M, Walsh CT, Leary JA
  Title
Mass spectrometric characterization of a three-enzyme tandem reaction for assembly and modification of the novobiocin skeleton.
  Journal
Proc Natl Acad Sci U S A 101:10036-41 (2004)
DOI:10.1073/pnas.0403526101
  Sequence
Reference
3  [PMID:16274243]
  Authors
Pacholec M, Tao J, Walsh CT
  Title
CouO and NovO: C-methyltransferases for tailoring the aminocoumarin scaffold in coumermycin and novobiocin antibiotic biosynthesis.
  Journal
Biochemistry 44:14969-76 (2005)
DOI:10.1021/bi051599o
Other DBs
ExplorEnz - The Enzyme Database: 6.3.1.15
IUBMB Enzyme Nomenclature: 6.3.1.15
ExPASy - ENZYME nomenclature database: 6.3.1.15
BRENDA, the Enzyme Database: 6.3.1.15

KEGG   REACTION: R10453
Entry
R10453                      Reaction                               
Name
3-dimethylallyl-4-hydroxybenzoate:3-amino-4,7-dihydroxycoumarin ligase (AMP-forming)
Definition
ATP + 3-Dimethylallyl-4-hydroxybenzoate + 3-Amino-4,7-dihydroxycoumarin <=> AMP + Diphosphate + 8-Demethylnovobiocic acid
Equation
Reaction class
RC00162  C12458_C20629
RC00416  C12468_C20629
Enzyme
Pathway
rn00401  Novobiocin biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Orthology
K12709  8-demethylnovobiocic acid synthase [EC:6.3.1.15]
Other DBs
RHEA: 36702

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