A nucleotide sugar
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UDP-N-acetyl-D-Glucosamine (sodium salt hydrate)

Item No. 20353

Technical Information
Formal Name
uridine 5'-(trihydrogen diphosphate), P'-[2-(acetylamino)-2-deoxy-α-D-glucopyranosyl] ester, disodium salt, hydrate
Synonyms
  • UDPAG
  • UDP-GlcNAc
  • Uridine-5'-diphosphate-N-acetyl-D-Glucosamine
Molecular Formula
C17H25N3O17P2 • 2Na [XH2O]
Formula Weight
Purity
≥95%
A crystalline solid
PBS (pH 7.2): 10 mg/ml
λmax
262 nm
SMILES
O=P(OP(OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=CC(NC2=O)=O)O1)([O-])=O)([O-])O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O.[Na+].[Na+].O
InChi Code
InChI=1S/C17H27N3O17P2.2Na.H2O/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28;;;/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28);;;1H2/q;2*+1;/p-2/t7-,8-,10-,11-,12-,13-,14-,15-,16-;;;/m1.../s1
InChi Key
JRMXOOAQPRNNQD-BJYLVPSNSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    UDP-N-acetyl-D-Glucosamine is a natural nucleotide sugar that is used by glycosyltransferases to transfer N-acetyl-D-glucosamine (Item No. 13136) residues to substrates.1 It is an important component of antibiotic biosynthesis pathways in fungi and lipopolysaccharide production in bacteria.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roseman, S. Reflections on glycobiology. The Journal of Biological Chemisty 276(45), 41527-41542 (2001).

    2. Kudo, F., and Eguchi, T. Biosynthetic genes for aminoglycoside antibiotics. J. Antibiot. (Tokyo) 62(9), 471-481 (2009).

    3. Mulrooney, E.F., Poon, K.K., McNally, D.J., et alBiosynthesis of UDP-N-acetyl-L-fucosamine, a precursor to the biosynthesis of lipopolysaccharide in Pseudomonas aeruginosa serotype O11. The Journal of Biological Chemisty 280(20), 19535-19542 (2005).