Information on EC 2.1.1.236 - dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose N,N-dimethyltransferase

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The expected taxonomic range for this enzyme is: Streptomyces

EC NUMBER
COMMENTARY hide
2.1.1.236
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RECOMMENDED NAME
GeneOntology No.
dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose N,N-dimethyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
2 S-adenosyl-L-methionine + dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose = 2 S-adenosyl-L-homocysteine + dTDP-3-dimethylamino-3,6-dideoxy-alpha-D-galactopyranose
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of antibiotics
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dTDP-D-ravidosamine and dTDP-4-acetyl-D-ravidosamine biosynthesis
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Polyketide sugar unit biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose 3-N,N-dimethyltransferase
The enzyme is involved in the synthesis of dTDP-D-ravidosamine, the amino sugar moiety of the antibiotic ravidomycin V, which is produced by the bacterium Streptomyces ravidus.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
enzyme TylM1 is a dimethyltransferase from Streptomyces fradiae involved in the production of dTDP-mycaminose
additional information
structure model of TylM1 with bound S-adenosyl-L-methionine and dTDP-phenol: Model of the Michaelis complex in stereo. The C-3' amino group is positioned to attack the methyl group of S-adenoyl-L-methionine. dTDP-mycaminose binding pocket structure, overview
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2 S-adenosyl-L-methionine + dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose
2 S-adenosyl-L-homocysteine + dTDP-3-dimethylamino-3,6-dideoxy-alpha-D-galactopyranose
show the reaction diagram
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analysis of the binding structure of the dTDP-sugar in enzyme TylM1 active site, overview. Only a water molecule is expelled from the active site to accommodate one of the methyl substituents on the C-3' amino group
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?
2 S-adenosyl-L-methionine + dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose
2 S-adenosyl-L-homocysteine + TDP-3-dimethylamino-3,6-dideoxy-alpha-D-galactopyranose
show the reaction diagram
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RavNMT catalyzes the transfer of methyl groups from S-adenosyl-L-methionine to the amino nitrogen of in a sequential manner
TDP-3-dimethylamino-3,6-dideoxy-alpha-D-galactopyranose i.e. TDP-D-ravidosamine
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?
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
2 S-adenosyl-L-methionine + dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose
2 S-adenosyl-L-homocysteine + dTDP-3-dimethylamino-3,6-dideoxy-alpha-D-galactopyranose
show the reaction diagram
P95748
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?
additional information
?
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P95748
the enzyme also catalyzes the methylation of dTDP-3-amino-3,6-dideoxy-alpha-D-glucopyranose, EC 2.1.1.235
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
S-adenosyl-L-methionine
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.54
dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose
pH and temperature not specified in the publication
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.61
dTDP-3-amino-3,6-dideoxy-alpha-D-galactopyranose
Streptomyces fradiae
P95748
pH and temperature not specified in the publication
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
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assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
31060
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2 * 31060, SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
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2 * 31060, SDS-PAGE
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
enzyme in complex with S-adenosyl-L-homocysteine and dTDP-3-N-methylamino-3,6-dideoxygalactose., X-ray diffraction structure determination and analysis at 2.2 A resolution
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis
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synthesis of TDP-D-ravidosamine, necessary for future in vitro glycosylation assays. TDP-D-ravidosamine is the anticipated sugar donor substrate of RavGT (the glycosyltransferase that links D-ravidosamine to the polyketide derived backbone defuco-gilvocarcin V). Defuco-gilvocarcin V exhibits superior anticancer/antibacterial activities