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Information on EC 2.4.1.283 - 2-deoxystreptamine N-acetyl-D-glucosaminyltransferase

for references in articles please use BRENDA:EC2.4.1.283

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EC Tree

2 Transferases

2.4 Glycosyltransferases

2.4.1 Hexosyltransferases

2.4.1.283 2-deoxystreptamine N-acetyl-D-glucosaminyltransferase

IUBMB Comments

Involved in the biosynthetic pathways of several clinically important aminocyclitol antibiotics, including kanamycin, butirosin, neomycin and ribostamycin. Unlike the enzyme from the bacterium Streptomyces kanamyceticus, which can also accept UDP-D-glucose (cf. EC 2.4.1.284, 2-deoxystreptamine glucosyltransferase), the enzyme from Bacillus circulans can only accept UDP-N-acetyl-alpha-D-glucosamine .

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The enzyme appears in viruses and cellular organisms

Reaction Schemes

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UDP-N-acetyl-alpha-D-glucosamine

2-deoxystreptamine

UDP

2'-N-acetylparomamine

Synonyms

btrM, kanF, neoD, show all synonyms

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SYNONYM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

btrM

2 entries

kanF

neoD

5 entries

btrM

Streptomyces venezuelae

720518

btrM

Streptomyces venezuelae DOSf

neoD

neoD

neoD

Streptomyces venezuelae

720518

neoD

Streptomyces venezuelae DOSf

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REACTION

REACTION DIAGRAM

COMMENTARY

ORGANISM

UNIPROT

LITERATURE

UDP-N-acetyl-alpha-D-glucosamine + 2-deoxystreptamine = UDP + 2'-N-acetylparomamine

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Go to Pathway Search

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PATHWAY SOURCE

PATHWAYS

BRENDA

kanamycin biosynthesis

KEGG

Biosynthesis of secondary metabolites, Neomycin, kanamycin and gentamicin biosynthesis

MetaCyc

kanamycin biosynthesis, paromamine biosynthesis I, paromamine biosynthesis II

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SYSTEMATIC NAME

IUBMB Comments

UDP-N-acetyl-alpha-D-glucosamine:2-deoxystreptamine N-acetyl-D-glucosaminyltransferase

Involved in the biosynthetic pathways of several clinically important aminocyclitol antibiotics, including kanamycin, butirosin, neomycin and ribostamycin. Unlike the enzyme from the bacterium Streptomyces kanamyceticus, which can also accept UDP-D-glucose [2] (cf. EC 2.4.1.284, 2-deoxystreptamine glucosyltransferase), the enzyme from Bacillus circulans can only accept UDP-N-acetyl-alpha-D-glucosamine [1].

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SUBSTRATE

PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

UDP-N-acetyl-alpha-D-glucosamine + 2-deoxystreptamine

UDP + 2'-N-acetylparomamine

4 entries

additional information

4 entries

UDP-N-acetyl-alpha-D-glucosamine + 2-deoxystreptamine

UDP + 2'-N-acetylparomamine

Streptomyces fradiae

719295

UDP-N-acetyl-alpha-D-glucosamine + 2-deoxystreptamine

UDP + 2'-N-acetylparomamine

Streptomyces sp.

about 80% of 2-deoxystreptamine is conversed

719295

UDP-N-acetyl-alpha-D-glucosamine + 2-deoxystreptamine

UDP + 2'-N-acetylparomamine

Streptomyces venezuelae

720518

UDP-N-acetyl-alpha-D-glucosamine + 2-deoxystreptamine

UDP + 2'-N-acetylparomamine

Streptomyces venezuelae DOSf

720518

additional information

Streptomyces fradiae

other possible glycosyl donor, UDP-glucose, and other possible glycosyl acceptors, paromamine, neamine, and ribostamycin are not accepted

719295

additional information

Streptomyces sp.

the enzyme is unable to catalyze the glycosylation of ribostamycin

719295

additional information

Streptomyces venezuelae

when incubated with UDP-D-glucose and 2-deoxystreptamine, the enzyme is not able to synthesize 2'-deamino-2'-hydroxyparomamine

720518

additional information

Streptomyces venezuelae DOSf

when incubated with UDP-D-glucose and 2-deoxystreptamine, the enzyme is not able to synthesize 2'-deamino-2'-hydroxyparomamine

720518

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pH OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

Streptomyces fradiae

assay at

719295

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TEMPERATURE OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

Streptomyces fradiae

assay at

719295

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ORGANISM

COMMENTARY

LITERATURE

UNIPROT

SEQUENCE DB

SOURCE

brenda

brenda

Streptomyces venezuelae

720518

brenda

Streptomyces venezuelae DOSf

720518

brenda

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UNIPROT

ENTRY NAME

ORGANISM

NO. OF AA

NO. OF TRANSM. HELICES

MOLECULAR WEIGHT[Da]

SOURCE

SEQUENCE

LOCALIZATION PREDICTION

The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).

Q53U18 pBLAST

NEOD_STRFR

Streptomyces fradiae

421

45332

Swiss-Prot