KEGG   ORTHOLOGY: K15954Help
Entry
K15954                      KO                                     

Name
dnrK, dauK
Definition
carminomycin 4-O-methyltransferase [EC:2.1.1.292]
Pathway
ko01057  Biosynthesis of type II polyketide products
ko01130  Biosynthesis of antibiotics
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01057 Biosynthesis of type II polyketide products
    K15954  dnrK, dauK; carminomycin 4-O-methyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.292  carminomycin 4-O-methyltransferase
     K15954  dnrK, dauK; carminomycin 4-O-methyltransferase
BRITE hierarchy
Other DBs
RN: R06687 R06693
Genes
AG: AAA26712(dnrK) AAB16938(dauK)
TaxonomyKoalaUniProt
Reference
PMID:9098063
  Authors
Dickens ML, Priestley ND, Strohl WR
  Title
In vivo and in vitro bioconversion of epsilon-rhodomycinone glycoside to doxorubicin: functions of DauP, DauK, and DoxA.
  Journal
J Bacteriol 179:2641-50 (1997)
DOI:10.1128/JB.179.8.2641-2650.1997
  Sequence
Reference
PMID:8509343
  Authors
Madduri K, Torti F, Colombo AL, Hutchinson CR
  Title
Cloning and sequencing of a gene encoding carminomycin 4-O-methyltransferase from Streptomyces peucetius and its expression in Escherichia coli.
  Journal
J Bacteriol 175:3900-4 (1993)
DOI:10.1128/JB.175.12.3900-3904.1993
  Sequence
Reference
  Authors
Malla S, Niraula NP, Singh B, Liou K, Sohng JK
  Title
Limitations in doxorubicin production from Streptomyces peucetius.
  Journal
Microbiol Res 165:427-35 (2010)
DOI:10.1016/j.micres.2009.11.006

KEGG   ENZYME: 2.1.1.292Help
Entry
EC 2.1.1.292                Enzyme                                 

Name
carminomycin 4-O-methyltransferase;
DnrK;
DauK
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
BRITE hierarchy
Sysname
S-adenosyl-L-methionine:carminomycin 4-O-methyltransferase
Reaction(IUBMB)
S-adenosyl-L-methionine + carminomycin = S-adenosyl-L-homocysteine + daunorubicin [RN:R06693]
Reaction(KEGG)
R06693;
(other) R06687
Show
Substrate
S-adenosyl-L-methionine [CPD:C00019];
carminomycin [CPD:C12432]
Product
S-adenosyl-L-homocysteine [CPD:C00021];
daunorubicin [CPD:C01907]
Comment
The enzymes from the Gram-positive bacteria Streptomyces sp. C5 and Streptomyces peucetius are involved in the biosynthesis of the anthracycline daunorubicin. In vitro the enzyme from Streptomyces sp. C5 also catalyses the 4-O-methylation of 13-dihydrocarminomycin, rhodomycin D and 10-carboxy-13-deoxycarminomycin [3].
History
EC 2.1.1.292 created 2013
Pathway
ec01057  Biosynthesis of type II polyketide products
ec01130  Biosynthesis of antibiotics
Orthology
K15954  carminomycin 4-O-methyltransferase
Reference
1  [PMID:8360627]
  Authors
Connors NC, Strohl WR
  Title
Partial purification and properties of carminomycin 4-O-methyltransferase from Streptomyces sp. strain C5.
  Journal
J Gen Microbiol 139 Pt 6:1353-62 (1993)
DOI:10.1099/00221287-139-6-1353
  Sequence
Reference
2  [PMID:15273252]
  Authors
Jansson A, Koskiniemi H, Mantsala P, Niemi J, Schneider G
  Title
Crystal structure of a ternary complex of DnrK, a methyltransferase in daunorubicin biosynthesis, with bound products.
  Journal
J Biol Chem 279:41149-56 (2004)
DOI:10.1074/jbc.M407081200
  Sequence
Reference
3  [PMID:9098063]
  Authors
Dickens ML, Priestley ND, Strohl WR.
  Title
In vivo and in vitro bioconversion of epsilon-rhodomycinone glycoside to doxorubicin: functions of DauP, DauK, and DoxA.
  Journal
J Bacteriol 179:2641-50 (1997)
DOI:10.1128/JB.179.8.2641-2650.1997
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.292
IUBMB Enzyme Nomenclature: 2.1.1.292
ExPASy - ENZYME nomenclature database: 2.1.1.292
BRENDA, the Enzyme Database: 2.1.1.292

KEGG   REACTION: R06687Help
Entry
R06687                      Reaction                               

Name
S-adenosyl-L-methionine:13-deoxycarminomycin 4-O-methyltransferase
Definition
13-Deoxycarminomycin + S-Adenosyl-L-methionine <=> 13-Deoxydaunorubicin + S-Adenosyl-L-homocysteine
Equation
Reaction class
RC00003  C00019_C00021
RC00392  C12428_C12429
Enzyme
Pathway
rn01057  Biosynthesis of type II polyketide products
rn01130  Biosynthesis of antibiotics
Orthology
K15954  carminomycin 4-O-methyltransferase [EC:2.1.1.292]

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