| Entry |
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| Name |
UDP-N-acetylglucosamine 2-epimerase (hydrolysing);
UDP-N-acetylglucosamine 2-epimerase (ambiguous);
GNE (gene name);
siaA (gene name);
neuC (gene name)
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| Class |
Hydrolases;
Glycosylases;
Glycosidases, i.e. enzymes that hydrolyse O- and S-glycosyl compounds
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| Sysname |
UDP-N-acetyl-alpha-D-glucosamine hydrolase (2-epimerising)
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| Reaction(IUBMB) |
UDP-N-acetyl-alpha-D-glucosamine + H2O = N-acetyl-D-mannosamine + UDP [RN: R00414]
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| Reaction(KEGG) |
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| Substrate |
UDP-N-acetyl-alpha-D-glucosamine [CPD: C00043];
H2O [CPD: C00001]
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| Product |
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| Comment |
The enzyme is found in mammalian liver, as well as in some pathogenic bacteria including Neisseria meningitidis and Staphylococcus aureus. It catalyses the first step of sialic acid (N-acetylneuraminic acid) biosynthesis. The initial product formed is the alpha anomer, which rapidly mutarotates to a mixture of anomers [2]. The mammalian enzyme is bifunctional and also catalyses EC 2.7.1.60, N-acetylmannosamine kinase.
cf. EC 5.1.3.14, UDP-N-acetylglucosamine 2-epimerase (non-hydrolysing).
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| History |
EC 3.2.1.183 created 2012
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| Pathway |
| ec00520 | Amino sugar and nucleotide sugar metabolism |
| ec00541 | O-Antigen nucleotide sugar biosynthesis |
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| Orthology |
| K08068 | UDP-N-acetylglucosamine 2-epimerase (hydrolysing) |
| K12409 | bifunctional UDP-N-acetylglucosamine 2-epimerase / N-acetylmannosamine kinase |
| K24257 | UDP-N-acetylglucosamine 2-epimerase (hydrolysing) |
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| Genes |
» show all
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| Reference |
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| Authors |
Stasche R, Hinderlich S, Weise C, Effertz K, Lucka L, Moormann P, Reutter W |
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| Title |
A bifunctional enzyme catalyzes the first two steps in N-acetylneuraminic acid biosynthesis of rat liver. Molecular cloning and functional expression of UDP-N-acetyl-glucosamine 2-epimerase/N-acetylmannosamine kinase. |
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| Journal |
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| Sequence |
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| Reference |
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| Authors |
Chou WK, Hinderlich S, Reutter W, Tanner ME |
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| Title |
Sialic acid biosynthesis: stereochemistry and mechanism of the reaction catalyzed by the mammalian UDP-N-acetylglucosamine 2-epimerase. |
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| Journal |
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| Reference |
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| Authors |
Blume A, Ghaderi D, Liebich V, Hinderlich S, Donner P, Reutter W, Lucka L |
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| Title |
UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase, functionally expressed in and purified from Escherichia coli, yeast, and insect cells. |
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| Journal |
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| Reference |
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| Authors |
Murkin AS, Chou WK, Wakarchuk WW, Tanner ME |
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| Title |
Identification and mechanism of a bacterial hydrolyzing UDP-N-acetylglucosamine 2-epimerase. |
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| Journal |
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| Sequence |
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| Other DBs |
| ExPASy - ENZYME nomenclature database: | 3.2.1.183 |
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