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Information on EC 2.3.1.3 - glucosamine N-acetyltransferase

for references in articles please use BRENDA:EC2.3.1.3

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EC Tree

2 Transferases

2.3 Acyltransferases

2.3.1 Transferring groups other than aminoacyl groups

2.3.1.3 glucosamine N-acetyltransferase

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

Reaction Schemes

N-acetyl-D-glucosamine

Synonyms

glucosamine n-acetyltransferase, show all synonyms

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SYNONYM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

acetyltransferase, glucosamine

GCN5-related glucosamine N-acetyltransferase

Rhizomucor miehei

737255

glucosamine acetylase

NAG

Rhizomucor miehei

737255

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REACTION

REACTION DIAGRAM

COMMENTARY

ORGANISM

UNIPROT

LITERATURE

acetyl-CoA + D-glucosamine = CoA + N-acetyl-D-glucosamine

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REACTION TYPE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

Acyl group transfer

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Go to Pathway Search

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PATHWAY SOURCE

PATHWAYS

KEGG

Amino sugar and nucleotide sugar metabolism

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SYSTEMATIC NAME

IUBMB Comments

acetyl-CoA:D-glucosamine N-acetyltransferase

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CAS REGISTRY NUMBER

COMMENTARY

9032-94-4

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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

acetyl-CoA + chitobiose

CoA + N,N'-diacetylchitobiose + N-acetyl-D-glucosamine

Rhizomucor miehei

77.5% activity compared to D-glucosamine

737255

acetyl-CoA + chitopentaose

Rhizomucor miehei

4.7% activity compared to D-glucosamine

737255

acetyl-CoA + chitotetraose

Rhizomucor miehei

9.3% activity compared to D-glucosamine

737255

acetyl-CoA + chitotriose

Rhizomucor miehei

12% activity compared to D-glucosamine

737255

acetyl-CoA + D-glucosamine

CoA + N-acetyl-D-glucosamine

6 entries

acetyl-CoA + galactosamine

CoA + N-acetyl-D-galactosamine

Pigeon

486750

additional information

Clostridium acetobutylicum

GlmA follows an ordered mechanism with acetyl CoA binding first followed by glucosamine. The product N-acetylglucosamine is then released prior to CoA

756038

acetyl-CoA + D-glucosamine

CoA + N-acetyl-D-glucosamine

Avena sativa

486751

acetyl-CoA + D-glucosamine

CoA + N-acetyl-D-glucosamine

Avena sativa

the first enzyme in the metabolism of D-glucosamine

486751

acetyl-CoA + D-glucosamine

CoA + N-acetyl-D-glucosamine

Clostridium acetobutylicum

756038

acetyl-CoA + D-glucosamine

CoA + N-acetyl-D-glucosamine

Pigeon

486750

acetyl-CoA + D-glucosamine

CoA + N-acetyl-D-glucosamine

Rhizomucor miehei

737255

acetyl-CoA + D-glucosamine

CoA + N-acetyl-D-glucosamine

Rhizomucor miehei

100% activity

737255

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NATURAL SUBSTRATE

NATURAL PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

REVERSIBILITY
r=reversible
ir=irreversible
?=not specified

acetyl-CoA + D-glucosamine

CoA + N-acetyl-D-glucosamine

2 entries

acetyl-CoA + D-glucosamine

CoA + N-acetyl-D-glucosamine

Avena sativa

the first enzyme in the metabolism of D-glucosamine

486751

acetyl-CoA + D-glucosamine

CoA + N-acetyl-D-glucosamine

Rhizomucor miehei

737255

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INHIBITOR

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

ADP

AMP

ATP

Co2+

Cu2+

EDTA

1 mM EDTA inhibits enzyme by 20%

Fe2+

Fe3+

GDP

GMP

GTP

Zn2+

additional information

Avena sativa

not: Mg2+, Mn2+, Ca2+, mono-, di and tri-phosphates of uridine, cytosine and tymidine

486751

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KM VALUE [mM]

SUBSTRATE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

0.012

acetyl-CoA

Clostridium acetobutylicum

pH 7.3, 25°C

756038

0.21 - 0.26

D-glucosamine

3 entries

0.21

D-glucosamine

Clostridium acetobutylicum

pH 7.3, 25°C

756038

0.24

D-glucosamine

Avena sativa

membrane-bound enzyme

486751

0.26

D-glucosamine

Avena sativa

CHAPS-solubilized enzyme

486751

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TURNOVER NUMBER [1/s]

SUBSTRATE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

2.5

acetyl-CoA

Clostridium acetobutylicum

pH 7.3, 25°C

756038

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kcat/KM VALUE [1/mMs^-1]

SUBSTRATE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

210

acetyl-CoA

Clostridium acetobutylicum

pH 7.3, 25°C

756038

D-glucosamine

Clostridium acetobutylicum

pH 7.3, 25°C

756038

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ORGANISM

COMMENTARY

LITERATURE

UNIPROT

SEQUENCE DB

SOURCE

Avena sativa

486751

brenda

Clostridium acetobutylicum

756038

brenda

Pigeon

brenda

brenda

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SOURCE TISSUE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

SOURCE

liver

Pigeon

486750

brenda

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LOCALIZATION

ORGANISM

UNIPROT

COMMENTARY

GeneOntology No.

LITERATURE

SOURCE

brenda

Go to AA Sequence and Transmembrane Helices SearchGo to Localization Prediction

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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).

A0A096ZP70 pBLAST

A0A096ZP70_9PSED

Pseudomonas sp. ND-1

130

14452

TrEMBL

Show Sequence

A0A0H4LS39 pBLAST

A0A0H4LS39_9SPHN

Novosphingobium sp. MKU11

103

11439

TrEMBL

Show Sequence

V9M3A9 pBLAST

V9M3A9_RHIMI

Rhizomucor miehei

858

96262

TrEMBL

Show Sequence

other Location (Reliability: 1)

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PDB

SCOP

CATH

UNIPROT

ORGANISM

4zm6, download, 3D-view

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MOLECULAR WEIGHT

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

230000

Rhizomucor miehei

gel filtration

737255

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SUBUNIT

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

dimer

Rhizomucor miehei

737255

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CRYSTALLIZATION (Commentary)

ORGANISM

UNIPROT

LITERATURE

structures of crystals obtained at pH 5 and pH 8 and in complex with either substrate or product

Clostridium acetobutylicum

756038

sitting drop vapor diffusion method, using 1.3-1.6 M (NH4)2SO4, 0.1 M Bis-Tris pH (5.5–6.5) at 20°C

Rhizomucor miehei

737255

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PROTEIN VARIANTS

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

D287N

Clostridium acetobutylicum

residue is important for substrate binding but has no critical roles as acid/base catalysts

756038

Y297F

Clostridium acetobutylicum

residue is important for substrate binding but has no critical roles as acid/base catalysts

H842A

inactive

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ORGANIC SOLVENT

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

additional information

Avena sativa

CHAPS and digitonin solubilize 50% of enzyme activity

486751

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PURIFICATION (Commentary)

ORGANISM

UNIPROT

LITERATURE

HisTrap column chromatography and Superdex 200 gel filtration

Rhizomucor miehei

737255

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CLONED (Commentary)

ORGANISM

UNIPROT

LITERATURE

expressed in Escherichia coli BL21-Gold (DE3) cells

Rhizomucor miehei

737255

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REF.

AUTHORS

TITLE

JOURNAL

VOL.

PAGES

YEAR

ORGANISM (UNIPROT)

PUBMED ID

SOURCE

486750

Chou, T.C.; Soodak, M.

The acetylation of D-glucosamine by pigeon liver extracts

J. Biol. Chem.

196

105-109

1957

Pigeon

12980946

brenda

486751

Piro, G.; Buffo, M.; Dalessandro, G.

Membrane-bound glucosamine acetyltransferase in coleoptile segments of Avena sativa

Physiol. Plant.

181-186

1994

Avena sativa

brenda

737255

Qin, Z.; Xiao, Y.; Yang, X.; Mesters, J.R.; Yang, S.; Jiang, Z.

A unique GCN5-related glucosamine N-acetyltransferase region exist in the fungal multi-domain glycoside hydrolase family 3 beta-N-acetylglucosaminidase

Sci. Rep.

18292

2015

Rhizomucor miehei

26669854

brenda

756038

Dopkins, B.; Tipton, P.; Thoden, J.; Holden, H.

Structural studies on a glucosamine/glucosaminide N-acetyltransferase

Biochemistry

4495-4508

2016