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IUBMB Comments 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 .
The expected taxonomic range for this enzyme is: Bacteria, Archaea
Synonyms
KanE, KanM2,
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UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyneamine = UDP + kanamycin A
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyparomamine = UDP + kanamycin X
UDP-alpha-D-kanosamine + neamine = UDP + kanamycin B
UDP-alpha-D-kanosamine + paromamine = UDP + kanamycin C
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyneamine = UDP + kanamycin A
(1)
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UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyneamine = UDP + kanamycin A
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UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyparomamine = UDP + kanamycin X
(4)
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UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyparomamine = UDP + kanamycin X
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UDP-alpha-D-kanosamine + neamine = UDP + kanamycin B
(2)
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UDP-alpha-D-kanosamine + neamine = UDP + kanamycin B
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UDP-alpha-D-kanosamine + paromamine = UDP + kanamycin C
(3)
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UDP-alpha-D-kanosamine + paromamine = UDP + kanamycin C
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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].
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UDP-alpha-D-glucose + paromamine
UDP + ?
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
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyparomamine
UDP + kanamycin X
UDP-alpha-D-kanosamine + neamine
UDP + kanamycin B
UDP-alpha-D-kanosamine + paromamine
UDP + kanamycin C
additional information
?
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the enzyme can also accept UDP-alpha-D-glucose with lower efficiency
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?
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyneamine
UDP + kanamycin A
the enzyme is involved in the biosynthetic pathway of kanamycins
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?
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyneamine
UDP + kanamycin A
UDP-alpha-D-kanosamine i.e. uridine 5'-[3-(3-amino-3-deoxy-alpha-D-glucopyranosyl) diphosphate]
kanamycin A i.e. (1S,2R,3R,4S,6R)-4,6-diamino-3-(6-amino-6-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside
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?
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyparomamine
UDP + kanamycin X
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kanamycin X i.e. (1S,2R,3R,4S,6R)-4,6-diamino-3-(alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside
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?
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyparomamine
UDP + kanamycin X
the enzyme is involved in the biosynthetic pathway of kanamycins
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?
UDP-alpha-D-kanosamine + neamine
UDP + kanamycin B
the enzyme is involved in the biosynthetic pathway of kanamycins
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?
UDP-alpha-D-kanosamine + neamine
UDP + kanamycin B
neamine i.e. (1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
kanamycin B i.e. (1R,2S,3S,4R,6S)-4,6-diamino-3-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
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?
UDP-alpha-D-kanosamine + paromamine
UDP + kanamycin C
the enzyme is involved in the biosynthetic pathway of kanamycins
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?
UDP-alpha-D-kanosamine + paromamine
UDP + kanamycin C
paromamine i.e. (1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside
kanamycin C i.e. (1R,2S,3S,4R,6S)-4,6-diamino-3-(3-amino-3-deoxy-alpha-D-glucopyranosyloxy)-2-hydroxycyclohexyl 2-amino-2-deoxy-alpha-D-glucopyranoside
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?
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UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyneamine
UDP + kanamycin A
the enzyme is involved in the biosynthetic pathway of kanamycins
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?
UDP-alpha-D-kanosamine + 2'-deamino-2'-hydroxyparomamine
UDP + kanamycin X
the enzyme is involved in the biosynthetic pathway of kanamycins
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-
?
UDP-alpha-D-kanosamine + neamine
UDP + kanamycin B
the enzyme is involved in the biosynthetic pathway of kanamycins
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?
UDP-alpha-D-kanosamine + paromamine
UDP + kanamycin C
the enzyme is involved in the biosynthetic pathway of kanamycins
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?
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0.26
UDP-alpha-D-glucose
37°C, pH not specified in the publication, cosubstrate: paromamine
0.03
UDP-alpha-D-kanosamine
37°C, pH not specified in the publication, cosubstrate: paromamine
0.05
paromamine
37°C, pH not specified in the publication, cosubstrate: UDP-alpha-D-kanosamine
0.25
paromamine
37°C, pH not specified in the publication, cosubstrate: UDP-alpha-D-glucose
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0.053
UDP-alpha-D-glucose
37°C, pH not specified in the publication
0.056
UDP-alpha-D-kanosamine
37°C, pH not specified in the publication
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0.2
UDP-alpha-D-glucose
37°C, pH not specified in the publication, cosubstrate: paromamine
1.87
UDP-alpha-D-kanosamine
37°C, pH not specified in the publication, cosubstrate: paromamine
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SwissProt
brenda
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brenda
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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
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Park, J.; Park, S.; Nepal, K.; Han, A.; Ban, Y.; Yoo, Y.; Kim, E.; Kim, E.; Kim, D.; Sohng, J.; Yoon, Y.
Discovery of parallel pathways of kanamycin biosynthesis allows antibiotic manipulation
Nat. Chem. Biol.
7
843-852
2011
Streptomyces kanamyceticus (Q65CC7)
brenda
Kudo, F.; Sucipto, H.; Eguchi, T.
Enzymatic activity of a glycosyltransferase KanM2 encoded in the kanamycin biosynthetic gene cluster
J. Antibiot.
62
707-710
2009
Streptomyces kanamyceticus
brenda
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2.4.1.301 2'-deamino-2'-hydroxyneamine 1-alpha-D-kanosaminyltransferase
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