KEGG   ORTHOLOGY: K13330
Entry
K13330                      KO                                     

Name
spnS
Definition
dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose N,N-dimethyltransferase [EC:2.1.1.324]
Pathway
ko00523  Polyketide sugar unit biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Module
M00802  dTDP-D-forosamine biosynthesis
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00523 Polyketide sugar unit biosynthesis
    K13330  spnS; dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose N,N-dimethyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.324  dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose N,N-dimethyltransferase
     K13330  spnS; dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose N,N-dimethyltransferase
Other DBs
RN: R08932 R11452 R11453
Genes
SVU: B1H20_29845
APRE: CNX65_21845
AMI: Amir_4362
AG: AAG23280(spnS)
Reference
  Authors
Hong L, Zhao Z, Melancon CE 3rd, Zhang H, Liu HW
  Title
In vitro characterization of the enzymes involved in TDP-D-forosamine biosynthesis in the spinosyn pathway of Saccharopolyspora spinosa.
  Journal
J Am Chem Soc 130:4954-67 (2008)
DOI:10.1021/ja0771383
Reference
  Authors
Waldron C, Matsushima P, Rosteck PR Jr, Broughton MC, Turner J, Madduri K, Crawford KP, Merlo DJ, Baltz RH
  Title
Cloning and analysis of the spinosad biosynthetic gene cluster of Saccharopolyspora spinosa.
  Journal
Chem Biol 8:487-99 (2001)
DOI:10.1016/S1074-5521(01)00029-1
  Sequence

KEGG   ENZYME: 2.1.1.324
Entry
EC 2.1.1.324                Enzyme                                 

Name
dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose N,N-dimethyltransferase;
SpnS;
TDP-4-amino-2,3,6-trideoxy-D-glucose N,N-dimethyltransferase
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
Sysname
S-adenosyl-L-methionine:dTDP-4-amino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranose N,N-dimethyltransferase
Reaction(IUBMB)
2 S-adenosyl-L-methionine + dTDP-4-amino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranose = 2 S-adenosyl-L-homocysteine + dTDP-alpha-D-forosamine (overall reaction) [RN:R08932];
(1a) S-adenosyl-L-methionine + dTDP-4-amino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranose = S-adenosyl-L-homocysteine + dTDP-4-(methylamino)-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranose [RN:R11452];
(1b) S-adenosyl-L-methionine + dTDP-4-(methylamino)-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranose = S-adenosyl-L-homocysteine + dTDP-alpha-D-forosamine [RN:R11453]
Reaction(KEGG)
Substrate
S-adenosyl-L-methionine [CPD:C00019];
dTDP-4-amino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranose [CPD:C18033];
dTDP-4-(methylamino)-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranose [CPD:C21395]
Product
S-adenosyl-L-homocysteine [CPD:C00021];
dTDP-alpha-D-forosamine [CPD:C18034];
dTDP-4-(methylamino)-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranose [CPD:C21395]
Comment
The enzyme was isolated from the bacterium Saccharopolyspora spinosa, where it is involved in the biosynthesis of spinosyn A, an active ingredient of several commercial insecticides.
History
EC 2.1.1.324 created 2016
Pathway
ec00523  Polyketide sugar unit biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13330  dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose N,N-dimethyltransferase
Genes
SVU: B1H20_29845
APRE: CNX65_21845
AMI: Amir_4362
Reference
1  [PMID:18345667]
  Authors
Hong L, Zhao Z, Melancon CE 3rd, Zhang H, Liu HW
  Title
In vitro characterization of the enzymes involved in TDP-D-forosamine biosynthesis in the spinosyn pathway of Saccharopolyspora spinosa.
  Journal
J Am Chem Soc 130:4954-67 (2008)
DOI:10.1021/ja0771383
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.324
IUBMB Enzyme Nomenclature: 2.1.1.324
ExPASy - ENZYME nomenclature database: 2.1.1.324
BRENDA, the Enzyme Database: 2.1.1.324

KEGG   REACTION: R08932
Entry
R08932                      Reaction                               

Name
S-adenosyl-L-methionine:dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose N,N-dimethyltransferase
Definition
dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose + 2 S-Adenosyl-L-methionine <=> dTDP-D-forosamine + 2 S-Adenosyl-L-homocysteine
Equation
C18033 + 2 C00019 <=> C18034 + 2 C00021
Comment
two-step reaction (see R11452+R11453)
Reaction class
RC00003  C00019_C00021
RC01515  C18033_C18034
Enzyme
Pathway
rn00523  Polyketide sugar unit biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00802  dTDP-D-forosamine biosynthesis
Orthology
K13330  dTDP-4-amino-2,3,4,6-tetradeoxy-D-glucose N,N-dimethyltransferase [EC:2.1.1.324]
Other DBs
RHEA: 49151

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