KEGG   PATHWAY: ko00401
Entry
ko00401                     Pathway                                

Name
Novobiocin biosynthesis
Class
Metabolism; Biosynthesis of other secondary metabolites
Pathway map
ko00401  Novobiocin biosynthesis
ko00401

Other DBs
GO: 0043642
Orthology
K12701  novobiocin biosynthesis protein NovH
K12702  novobiocin biosynthesis protein NovI
K12703  novobiocin biosynthesis protein NovJ
K12704  novobiocin biosynthesis protein NovK
K04517  prephenate dehydrogenase [EC:1.3.1.12]
K14187  chorismate mutase / prephenate dehydrogenase [EC:5.4.99.5 1.3.1.12]
K00220  cyclohexadieny/prephenate dehydrogenase [EC:1.3.1.43 1.3.1.12]
K24018  cyclohexadieny/prephenate dehydrogenase / 3-phosphoshikimate 1-carboxyvinyltransferase [EC:1.3.1.43 1.3.1.12 2.5.1.19]
K00812  aspartate aminotransferase [EC:2.6.1.1]
K00813  aspartate aminotransferase [EC:2.6.1.1]
K11358  aspartate aminotransferase [EC:2.6.1.1]
K00815  tyrosine aminotransferase [EC:2.6.1.5]
K00817  histidinol-phosphate aminotransferase [EC:2.6.1.9]
K00832  aromatic-amino-acid transaminase [EC:2.6.1.57]
K00838  aromatic amino acid aminotransferase I / 2-aminoadipate transaminase [EC:2.6.1.57 2.6.1.39 2.6.1.27 2.6.1.5]
K12707  4-hydroxyphenylpyruvate 3-dimethylallyltransferase [EC:2.5.1.111]
K12708  4-hydroxy-3-prenylphenylpyruvate oxygenase / 4-hydroxy-3-prenylbenzoate synthase [EC:1.13.11.83 1.13.12.23]
K12709  8-demethylnovobiocic acid synthase [EC:6.3.1.15]
K12705  8-demethylnovobiocic acid C8-methyltransferase [EC:2.1.1.284]
K12711  L-demethylnoviosyl transferase [EC:2.4.1.302]
K12712  demethyldecarbamoylnovobiocin O-methyltransferase [EC:2.1.1.285]
K12713  decarbamoylnovobiocin carbamoyltransferase [EC:2.1.3.12]
K12714  clorobiocin biosynthesis protein Clo-hal
K12719  L-proline---[L-prolyl-carrier protein] ligase [EC:6.2.1.53]
K12720  peptidyl carrier protein
K12721  L-prolyl-[peptidyl-carrier protein] dehydrogenase [EC:1.3.8.14]
K12723  clorobiocin biosynthesis protein CloN2
K17626  clorobiocin biosynthesis protein CloN1
K12722  clorobiocin/coumermycin A biosynthesis protein CloN6/CouN6
K12724  clorobiocin/coumermycin A biosynthesis protein CloN7/CouN7
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
ko00330  Arginine and proline metabolism
ko00400  Phenylalanine, tyrosine and tryptophan biosynthesis
ko00523  Polyketide sugar unit biosynthesis
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