KEGG   PATHWAY: rn00401
Entry
rn00401                     Pathway                                
Name
Novobiocin biosynthesis
Class
Metabolism; Biosynthesis of other secondary metabolites
Pathway map
rn00401  Novobiocin biosynthesis
rn00401

Other DBs
GO: 0043642
Reaction
R00734  L-tyrosine:2-oxoglutarate aminotransferase
R01728  prephenate:NAD+ oxidoreductase(decarboxylating)
R06746  L-proline:[peptidyl-carrier protein] ligase (AMP-forming)
R06747  L-prolyl-[peptidyl-carrier protein]:electron-transfer flavoprotein oxidoreductase
R06748  pyrrole-2-carbonyl-[peptidyl-carrier protein]:[peptidyl-carrier protein] (pyrrole-2-carbonyl)transferase
R06751   
R06752   
R06753   
R06757  dimethylallyl diphosphate:4-hydroxyphenylpyruvate 3-dimethylallyltransferase
R06758  3-(4-hydroxy-3-prenylphenyl)pyruvate:oxygen 1,2-oxidoreductase (4-hydroxy-3-prenylmandelate-forming)
R06759  4-hydroxy-3-prenylmandelate:oxygen oxidoreductase (4-hydroxy-3-prenylbenzoate forming)
R06760   
R06761   
R06762   
R06763   
R06764   
R06765   
R06766   
R06767   
R06768   
R06770  dTDP-4-O-demethyl-beta-L-noviose:novobiocic-acid 7-O-[4-O-demethyl-L-noviosyl]transferase
R06771  S-adenosyl-L-methionine:demethyldecarbamoylnovobiocin 4''-O-methyltransferase
R06772  carbamoyl phosphate:decarbamoylnovobiocin 3''-O-carbamoyltransferase
R06773   
R06774   
R06775   
R06776   
R06777   
R06778   
R10453  3-dimethylallyl-4-hydroxybenzoate:3-amino-4,7-dihydroxycoumarin ligase (AMP-forming)
R10454  S-adenosyl-L-methionine:8-demethylnovobiocic acid C8-methyltransferase
Compound
C00082  L-Tyrosine
C00148  L-Proline
C00254  Prephenate
C01179  3-(4-Hydroxyphenyl)pyruvate
C05073  Coumermycin A1
C05080  Novobiocin
C12032  Clorobiocin
C12456  3-Dimethylallyl-4-hydroxyphenylpyruvate
C12457  3-Dimethylallyl-4-hydroxymandelic acid
C12458  3-Dimethylallyl-4-hydroxybenzoate
C12459  3-Dimethylallyl-4-hydroxybenzaldehyde
C12460  3-Dimethylallyl-beta-hydroxy-L-tyrosyl-[pcp]
C12461  L-Tyrosyl-[pcp]
C12462  beta-Hydroxy-L-tyrosyl-[pcp]
C12463  beta-Keto-L-tyrosyl-[pcp]
C12467  2-Hydroxy-beta-keto-L-tyrosyl-[pcp]
C12468  3-Amino-4,7-dihydroxycoumarin
C12469  3-Amino-4,7-dihydroxy-8-chlorocoumarin
C12470  L-Prolyl-[pcp]
C12471  Chlorobiocic acid
C12472  Novclobiocin 105
C12473  Novclobiocin 104
C12474  Novobiocic acid
C12475  Demethyldecarbamoylnovobiocin
C12476  Decarbamoylnovobiocin
C12477  3-Methylpyrrole-2,4-dicarboxylic acid
C12479  Coumermic acid
C12480  Coumermycin D
C12481  dTDP-5-dimethyl-L-lyxose
C12483  Pyrrole-2-carbonyl-[pcp]
C20629  8-Demethylnovobiocic acid
C20637  5-[[(4,7-Dihydroxy-2-oxo-2H-1-benzopyran-3-yl)amino]carbonyl]-4-methyl-1H-pyrrole-3-carboxylate
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
Reference
  Authors
Chen H, Walsh CT.
  Title
Coumarin formation in novobiocin biosynthesis: beta-hydroxylation of the aminoacyl enzyme tyrosyl-S-NovH by a cytochrome P450 NovI.
  Journal
Chem Biol 8:301-12 (2001)
DOI:10.1016/S1074-5521(01)00009-6
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
Reference
  Authors
Xu H, Kahlich R, Kammerer B, Heide L, Li SM.
  Title
CloN2, a novel acyltransferase involved in the attachment of the pyrrole-2-carboxyl moiety to the deoxysugar of clorobiocin.
  Journal
Microbiology 149:2183-91 (2003)
DOI:10.1099/mic.0.26314-0
Reference
  Authors
Xu H, Wang ZX, Schmidt J, Heide L, Li SM.
  Title
Genetic analysis of the biosynthesis of the pyrrole and carbamoyl moieties of coumermycin A1 and novobiocin.
  Journal
Mol Genet Genomics 268:387-96 (2002)
DOI:10.1007/s00438-002-0759-1
Reference
  Authors
Freel Meyers CL, Oberthur M, Xu H, Heide L, Kahne D, Walsh CT
  Title
Characterization of NovP and NovN: completion of novobiocin biosynthesis by sequential tailoring of the noviosyl ring.
  Journal
Angew Chem Int Ed Engl 43:67-70 (2004)
DOI:10.1002/anie.200352626
Reference
  Authors
Pojer F, Kahlich R, Kammerer B, Li SM, Heide L.
  Title
CloR, a bifunctional non-heme iron oxygenase involved in clorobiocin biosynthesis.
  Journal
J Biol Chem 278:30661-8 (2003)
DOI:10.1074/jbc.M303190200
Reference
  Authors
Li SM, Westrich L, Schmidt J, Kuhnt C, Heide L.
  Title
Methyltransferase genes in Streptomyces rishiriensis: new coumermycin derivatives from gene-inactivation experiments.
  Journal
Microbiology 148:3317-26 (2002)
DOI:10.1099/00221287-148-10-3317
Reference
  Authors
Pojer F, Wemakor E, Kammerer B, Chen H, Walsh CT, Li SM, Heide L.
  Title
CloQ, a prenyltransferase involved in clorobiocin biosynthesis.
  Journal
Proc Natl Acad Sci U S A 100:2316-21 (2003)
DOI:10.1073/pnas.0337708100
Related
pathway
rn00330  Arginine and proline metabolism
rn00400  Phenylalanine, tyrosine and tryptophan biosynthesis
rn00523  Polyketide sugar unit biosynthesis
KO pathway
ko00401   
LinkDB

DBGET integrated database retrieval system