Monosaccharide derivative of glucose
Related Products
Isomer(s)
31728GalNAc
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N-acetyl-D-Glucosamine

Item No. 13136

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(acetylamino)-2-deoxy-D-glucose
CAS Number
7512-17-6
Synonyms
  • GlcNAc
  • Marine Sweet
  • NAG
  • NSC 524344
Molecular Formula
C8H15NO6
Formula Weight
221.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.25 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
O=CC(NC(=O)C)C(O)C(O)[C@H](O)CO
InChi Code
InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5?,6-,7-,8-/m1/s1
InChi Key
MBLBDJOUHNCFQT-UIYHXYAWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 mg

    $16

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    1 g

    $25

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    5 g

    $98

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    10 g

    $171

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    Product Description

    N-acetyl-D-Glucosamine (GlcNAc) is a monosaccharide derivative of glucose. It is released by the action of O-GlcNAcase, in mammalian systems from proteins that have been post-translationally modified with O-GlcNAc. Levels of O-GlcNAcylation proteins from Alzheimer’s disease brain extracts are decreased as compared to that in controls, suggesting that release of GlcNAc may contribute to pathogenesis.1 In E. coli, GlcNAc induces the expression of multidrug exporter genes, indicating that this sugar can alter gene expression.1 GlcNAc is also the monomeric unit of chitin, which is found in fungi and many invertebrates, including crustaceans, insects, and nematodes. For this reason, chemicals that inhibit the incorporation of GlcNAc into chitin are cytotoxic to these organisms.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, F., Iqbal, K., Grundke-Iqbal, I., et al. O-GlnNAcylation regulates phosphorylation of tau: A mechanism involved in Alzheimer’s disease. Proc. Natl. Acad. Sci. USA 101(29), 10804-10809 (2004).