KEGG   ORTHOLOGY: K16004
Entry
K16004            Tight     KO                                     
Symbol
desVII
Name
narbonolide/10-deoxymethynolide desosaminyltransferase [EC:2.4.1.277]
Pathway
map00522  Biosynthesis of 12-, 14- and 16-membered macrolides
map01052  Type I polyketide structures
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00776  Pikromycin/methymycin biosynthesis, methylmalonyl-CoA + malonyl-CoA => narbonolide/10-deoxymethynolide => pikromycin/methymycin
Reaction
R06460  dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose:10-deoxymethynolide 3-dimethylamino-4,6-dideoxy-alpha-D-glucosyltransferase
R06461  dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose:narbonolide 3-dimethylamino-4,6-dideoxy-alpha-D-glucosyltransferase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01052 Type I polyketide structures
    K16004  desVII; narbonolide/10-deoxymethynolide desosaminyltransferase
   00522 Biosynthesis of 12-, 14- and 16-membered macrolides
    K16004  desVII; narbonolide/10-deoxymethynolide desosaminyltransferase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   01008 Polyketide biosynthesis proteins
    K16004  desVII; narbonolide/10-deoxymethynolide desosaminyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.4  Glycosyltransferases
   2.4.1  Hexosyltransferases
    2.4.1.277  10-deoxymethynolide desosaminyltransferase
     K16004  desVII; narbonolide/10-deoxymethynolide desosaminyltransferase
Polyketide biosynthesis proteins [BR:ko01008]
 Polyketide tailoring proteins
  Glycosyltransferase
   K16004  desVII; narbonolide/10-deoxymethynolide desosaminyltransferase
Other DBs
COG: COG1819
CAZy: GT1
Genes
SGX: H4W23_25525
AG: AAC68677(desVII)
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
[ag:AAC68677]
Reference
PMID:20695498
  Authors
Borisova SA, Liu HW
  Title
Characterization of glycosyltransferase DesVII and its auxiliary partner protein DesVIII in the methymycin/picromycin biosynthetic pathway.
  Journal
Biochemistry 49:8071-84 (2010)
DOI:10.1021/bi1007657
  Sequence
[ag:AAC68677]
LinkDB

KEGG   ENZYME: 2.4.1.277
Entry
EC 2.4.1.277                Enzyme                                 
Name
10-deoxymethynolide desosaminyltransferase;
glycosyltransferase DesVII;
DesVII
Class
Transferases;
Glycosyltransferases;
Hexosyltransferases
Sysname
dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose:10-deoxymethynolide 3-dimethylamino-4,6-dideoxy-alpha-D-glucosyltransferase
Reaction(IUBMB)
dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose + 10-deoxymethynolide = dTDP + 10-deoxymethymycin [RN:R06460]
Reaction(KEGG)
R06460;
(other) R06461
Substrate
dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose [CPD:C11911];
10-deoxymethynolide [CPD:C11993]
Product
dTDP [CPD:C00363];
10-deoxymethymycin [CPD:C11994]
Comment
DesVII is the glycosyltransferase responsible for the attachment of dTDP-D-desosamine to 10-deoxymethynolide or narbonolide during the biosynthesis of methymycin, neomethymycin, narbomycin, and pikromycin in the bacterium Streptomyces venezuelae. Activity requires an additional protein partner, DesVIII.
History
EC 2.4.1.277 created 2011, modified 2014
Pathway
ec00522  Biosynthesis of 12-, 14- and 16-membered macrolides
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K16004  narbonolide/10-deoxymethynolide desosaminyltransferase
Genes
SGX: H4W23_25525
Reference
1  [PMID:20695498]
  Authors
Borisova SA, Liu HW
  Title
Characterization of glycosyltransferase DesVII and its auxiliary partner protein DesVIII in the methymycin/picromycin biosynthetic pathway.
  Journal
Biochemistry 49:8071-84 (2010)
DOI:10.1021/bi1007657
  Sequence
[ag:AAC68677]
Reference
2  [PMID:18548476]
  Authors
Borisova SA, Kim HJ, Pu X, Liu HW
  Title
Glycosylation of acyclic and cyclic aglycone substrates by macrolide glycosyltransferase DesVII/DesVIII: analysis and implications.
  Journal
Chembiochem 9:1554-8 (2008)
DOI:10.1002/cbic.200800155
Reference
3  [PMID:17049185]
  Authors
Hong JS, Park SJ, Parajuli N, Park SR, Koh HS, Jung WS, Choi CY, Yoon YJ
  Title
Functional analysis of desVIII homologues involved in glycosylation of macrolide antibiotics by interspecies complementation.
  Journal
Gene 386:123-30 (2007)
DOI:10.1016/j.gene.2006.08.021
Other DBs
ExplorEnz - The Enzyme Database: 2.4.1.277
IUBMB Enzyme Nomenclature: 2.4.1.277
ExPASy - ENZYME nomenclature database: 2.4.1.277
BRENDA, the Enzyme Database: 2.4.1.277
LinkDB

KEGG   REACTION: R06460
Entry
R06460                      Reaction                               
Name
dTDP-3-dimethylamino-3,4,6-trideoxy-alpha-D-glucopyranose:10-deoxymethynolide 3-dimethylamino-4,6-dideoxy-alpha-D-glucosyltransferase
Definition
10-Deoxymethynolide + dTDP-D-desosamine <=> 10-Deoxymethymycin + dTDP
Equation
C11993 + C11911 <=> C11994 + C00363
Comment
glycosyl transferase,DesVII
Reaction class
RC00005  C00363_C11911
RC00049  C11993_C11994
Enzyme
2.4.1.277
Pathway
rn00522  Biosynthesis of 12-, 14- and 16-membered macrolides
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00776  Pikromycin/methymycin biosynthesis, methylmalonyl-CoA + malonyl-CoA => narbonolide/10-deoxymethynolide => pikromycin/methymycin
Brite
Enzymatic reactions [BR:br08201]
 2. Transferase reactions
  2.4  Glycosyltransferases
   2.4.1  Hexosyltransferases
    2.4.1.277
     R06460  10-Deoxymethynolide + dTDP-D-desosamine <=> 10-Deoxymethymycin + dTDP
Orthology
K16004  narbonolide/10-deoxymethynolide desosaminyltransferase [EC:2.4.1.277]
K16005  narbonolide/10-deoxymethynolide desosaminyltransferase auxiliary protein
Other DBs
RHEA: 31630
LinkDB

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