Information on EC 2.4.1.301 - 2'-deamino-2'-hydroxyneamine 1-alpha-D-kanosaminyltransferase

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The expected taxonomic range for this enzyme is: Streptomyces kanamyceticus

EC NUMBER
COMMENTARY hide
2.4.1.301
-
RECOMMENDED NAME
GeneOntology No.
2'-deamino-2'-hydroxyneamine 1-alpha-D-kanosaminyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyneamine = UDP + kanamycin A
show the reaction diagram
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyparomamine = UDP + kanamycin X
show the reaction diagram
UDP-alpha-D-kanosamine + neamine = UDP + kanamycin B
show the reaction diagram
UDP-alpha-D-kanosamine + paromamine = UDP + kanamycin C
show the reaction diagram
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
kanamycin biosynthesis
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Neomycin, kanamycin and gentamicin biosynthesis
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Biosynthesis of antibiotics
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SYSTEMATIC NAME
IUBMB Comments
UDP-alpha-D-kanosamine:2'-deamino-2'-hydroxyneamine 1-alpha-D-kanosaminyltransferase
Involved in the biosynthetic pathway of kanamycins. The enzyme characterized from the bacterium Streptomyces kanamyceticus can also accept UDP-alpha-D-glucose with lower efficiency [2].
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
UDP-alpha-D-glucose + paromamine
UDP + ?
show the reaction diagram
paromamine i.e. (1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside. UDP-alpha-D-kanosamine is a better glycosyl donor than UDP-alpha-D-glucose
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-
?
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyneamine
UDP + kanamycin A
show the reaction diagram
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyparomamine
UDP + kanamycin X
show the reaction diagram
UDP-alpha-D-kanosamine + neamine
UDP + kanamycin B
show the reaction diagram
UDP-alpha-D-kanosamine + paromamine
UDP + kanamycin C
show the reaction diagram
additional information
?
-
the enzyme can also accept UDP-alpha-D-glucose with lower efficiency
-
-
-
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
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyneamine
UDP + kanamycin A
show the reaction diagram
Q65CC7
the enzyme is involved in the biosynthetic pathway of kanamycins
-
-
?
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyparomamine
UDP + kanamycin X
show the reaction diagram
Q65CC7
the enzyme is involved in the biosynthetic pathway of kanamycins
-
-
?
UDP-alpha-D-kanosamine + neamine
UDP + kanamycin B
show the reaction diagram
Q65CC7
the enzyme is involved in the biosynthetic pathway of kanamycins
-
-
?
UDP-alpha-D-kanosamine + paromamine
UDP + kanamycin C
show the reaction diagram
Q65CC7
the enzyme is involved in the biosynthetic pathway of kanamycins
-
-
?
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.05 - 0.25
paromamine
0.26
UDP-alpha-D-glucose
37C, pH not specified in the publication, cosubstrate: paromamine
0.03
UDP-alpha-D-kanosamine
37C, pH not specified in the publication, cosubstrate: paromamine
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.053
UDP-alpha-D-glucose
Streptomyces kanamyceticus
Q65CC7
37C, pH not specified in the publication
0.056
UDP-alpha-D-kanosamine
Streptomyces kanamyceticus
Q65CC7
37C, pH not specified in the publication
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.2
UDP-alpha-D-glucose
Streptomyces kanamyceticus
Q65CC7
37C, pH not specified in the publication, cosubstrate: paromamine
364
1.87
UDP-alpha-D-kanosamine
Streptomyces kanamyceticus
Q65CC7
37C, pH not specified in the publication, cosubstrate: paromamine
7947
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
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expression in Streptomyces venezuelae. Reconstructed the kanamycin pathway stepwise in a mutant strain of Streptomyces venezuelae lacking the genes for biosynthesis of the native deoxysugar by transplanting plasmids harboring different combinations of putative genes from Streptomyces kanamyceticus in Streptomyces venezuelae and then carrying out biochemical analysis and chemical characterization