An abundant sialic acid
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N-Acetylneuraminic Acid

Item No. 16091

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-acetyl-neuraminic acid
CAS Number
131-48-6
Synonyms
  • NANA
  • Neu5Ac
Molecular Formula
C11H19NO9
Formula Weight
309.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.1 mg/mlDMSO: 1 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](NC(C)=O)[C@@H](O)CC(C(O)=O)=O
InChi Code
InChI=1S/C11H19NO9/c1-4(14)12-8(5(15)2-6(16)11(20)21)10(19)9(18)7(17)3-13/h5,7-10,13,15,17-19H,2-3H2,1H3,(H,12,14)(H,20,21)/t5-,7+,8+,9+,10+/m0/s1
InChi Key
KBGAYAKRZNYFFG-BOHATCBPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

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    Product Description

    Salic acids are nine-carbon carbohydrate α-keto acids that have many important biological functions, including cell-cell recognition and host-pathogen interactions.1,2 N-Acetylneuraminic acid (NANA) is the most abundant sialic acid and is found in bacteria as well as in eukaryotic cells.1,3 The pathways for NANA synthesis and metabolism in bacteria differ from those used in eukaryotic cells.3 This sialic acid is an essential component of human brain gangliosides and sialylated glycoproteins.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Alley, W.R., Jr., and Novotny, M.V. Structural glycomic analyses at high sensitivity: A decade of progress. Annu. Rev. Anal. Chem. (Palo Alto Calif.) 6, 237-265 (2013).

    2. Kelm, S., Schauer, R., and Crocker, P.R. The Sialoadhesins - A family of sialic acid-dependent cellular recognition molecules within the immunoglobulin superfamily. Glycoconj. J. 13(6), 913-926 (1996).

    3. Li, Y., and Chen, X. Sialic acid metabolism and sialyltransferases: Natural functions and applications. Appl. Microbiol. Biotechnol. 94(4), 887-905 (2012).

    4. Wang, B. Molecular mechanism underlying sialic acid as an essential nutrient for brain development and cognition. Adv. Nutr. 3(3), 465S-472S (2012).