KEGG   ORTHOLOGY: K13311Help
Entry
K13311                      KO                                     

Name
desVI, eryCVI
Definition
dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.234]
Pathway
ko00523  Polyketide sugar unit biosynthesis
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00797  dTDP-D-desosamine biosynthesis
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00523 Polyketide sugar unit biosynthesis
    K13311  desVI, eryCVI; dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.234  dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
     K13311  desVI, eryCVI; dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
BRITE hierarchy
Other DBs
RN: R06427
Genes
AER: AERYTH_15940
SEN: SACE_0718(eryCVI)
ACTI: UA75_17810
ACAD: UA74_17275
AHG: AHOG_15450(desVI)
AEY: CDG81_13200
AG: AAC68678(desVI)
TaxonomyKoalaUniProt
Reference
  Authors
Burgie ES, Holden HM
  Title
Three-dimensional structure of DesVI from Streptomyces venezuelae: a sugar N,N-dimethyltransferase required for dTDP-desosamine biosynthesis.
  Journal
Biochemistry 47:3982-8 (2008)
DOI:10.1021/bi800063j
Reference
PMID:9770448
  Authors
Xue Y, Zhao L, Liu HW, Sherman DH
  Title
A gene cluster for macrolide antibiotic biosynthesis in Streptomyces venezuelae: architecture of metabolic diversity.
  Journal
Proc Natl Acad Sci U S A 95:12111-6 (1998)
DOI:10.1073/pnas.95.21.12111
  Sequence

KEGG   ORTHOLOGY: K13326Help
Entry
K13326                      KO                                     

Name
megDIII
Definition
dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.- 2.1.1.234]
Pathway
ko00523  Polyketide sugar unit biosynthesis
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00797  dTDP-D-desosamine biosynthesis
M00800  dTDP-L-megosamine biosynthesis
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00523 Polyketide sugar unit biosynthesis
    K13326  megDIII; dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.234  dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
     K13326  megDIII; dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
    2.1.1.-  
     K13326  megDIII; dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
BRITE hierarchy
Other DBs
RN: R06427 R11045
Genes
AMS: AMIS_50600
AG: AAG13912(megDIII)
TaxonomyKoalaUniProt
Reference
  Authors
Useglio M, Peiru S, Rodriguez E, Labadie GR, Carney JR, Gramajo H
  Title
TDP-L-megosamine biosynthesis pathway elucidation and megalomicin a production in Escherichia coli.
  Journal
Appl Environ Microbiol 76:3869-77 (2010)
DOI:10.1128/AEM.03083-09
Reference
  Authors
Volchegursky Y, Hu Z, Katz L, McDaniel R
  Title
Biosynthesis of the anti-parasitic agent megalomicin: transformation of erythromycin to megalomicin in Saccharopolyspora erythraea.
  Journal
Mol Microbiol 37:752-62 (2000)
DOI:10.1046/j.1365-2958.2000.02059.x
  Sequence

KEGG   ENZYME: 2.1.1.234Help
Entry
EC 2.1.1.234                Enzyme                                 

Name
dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase;
DesVI
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
BRITE hierarchy
Sysname
S-adenosyl-L-methionine:dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose 3-N,N-dimethyltransferase
Reaction(IUBMB)
2 S-adenosyl-L-methionine + dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose = 2 S-adenosyl-L-homocysteine + dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose [RN:R06427]
Reaction(KEGG)
Substrate
S-adenosyl-L-methionine [CPD:C00019];
dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose
Product
S-adenosyl-L-homocysteine [CPD:C00021];
dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose [CPD:C11911]
Comment
The enzyme is involved in the biosynthesis of desosamine, a 3-(dimethylamino)-3,4,6-trideoxyhexose found in certain macrolide antibiotics such as erthyromycin, azithromycin, and clarithromycin.
History
EC 2.1.1.234 created 2011
Pathway
ec00523  Polyketide sugar unit biosynthesis
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K13311  dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
K13326  dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase
Genes
AER: AERYTH_15940
SEN: SACE_0718(eryCVI)
ACTI: UA75_17810
ACAD: UA74_17275
AHG: AHOG_15450(desVI)
AMS: AMIS_50600
AEY: CDG81_13200
Taxonomy
Reference
1  [PMID:12119032]
  Authors
Chen H, Yamase H, Murakami K, Chang CW, Zhao L, Zhao Z, Liu HW
  Title
Expression, purification, and characterization of two N,N-dimethyltransferases, tylM1 and desVI, involved in the biosynthesis of mycaminose and desosamine.
  Journal
Biochemistry 41:9165-83 (2002)
DOI:10.1021/bi020245j
  Sequence
Reference
2  [PMID:18327916]
  Authors
Burgie ES, Holden HM
  Title
Three-dimensional structure of DesVI from Streptomyces venezuelae: a sugar N,N-dimethyltransferase required for dTDP-desosamine biosynthesis.
  Journal
Biochemistry 47:3982-8 (2008)
DOI:10.1021/bi800063j
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.234
IUBMB Enzyme Nomenclature: 2.1.1.234
ExPASy - ENZYME nomenclature database: 2.1.1.234
BRENDA, the Enzyme Database: 2.1.1.234

KEGG   REACTION: R06427Help
Entry
R06427                      Reaction                               

Name
S-adenosyl-L-methionine:dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose 3-N,N-dimethyltransferase
Definition
dTDP-3-amino-3,4,6-trideoxy-D-glucose + 2 S-Adenosyl-L-methionine <=> dTDP-D-desosamine + 2 S-Adenosyl-L-homocysteine
Equation
C11910 + 2 C00019 <=> C11911 + 2 C00021
Reaction class
RC00003  C00019_C00021
RC01515  C11910_C11911
Enzyme
Pathway
rn00523  Polyketide sugar unit biosynthesis
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00797  dTDP-D-desosamine biosynthesis
Orthology
K13311  dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.234]
K13326  dTDP-3-amino-2,3,6-trideoxy-4-keto-D-glucose/dTDP-3-amino-3,4,6-trideoxy-alpha-D-glucopyranose N,N-dimethyltransferase [EC:2.1.1.- 2.1.1.234]
Other DBs
RHEA: 31762

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