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Key Documents

A0812

Sigma-Aldrich

N-Acetylneuraminic acid

≥95% anhydrous basis, synthetic

Synonyme(s) :

5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid, Lactaminic acid, NAN, NANA, Sialic acid

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About This Item

Formule empirique (notation de Hill):
C11H19NO9
Numéro CAS:
Poids moléculaire :
309.27
Numéro Beilstein :
1716283
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352201
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Source biologique

synthetic

Type

Type IV-S

Pureté

≥95% anhydrous basis

Forme

powder

Couleur

white to off-white

Pf

184-186  °C

Solubilité

H2O: ~50 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

O[C@@]1(O[C@@]([C@@H]([C@H](C1)O)NC(C)=O)([H])[C@@H]([C@@H](CO)O)O)C(O)=O

InChI

1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1

Clé InChI

SQVRNKJHWKZAKO-PFQGKNLYSA-N

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Application

N-Acetylneuraminic acid (NANA, Neu5Ac) is a major component of glycoconjugates such as glycolipids, glycoproteins and proteoglycans (sialogylcoproteins) where it confers selective binding characteristics to the glycosylated component. Neu5Ac is used to study its biochemistry, metabolism and uptake in vivo and in vitro. Neu5Ac is used in the development of nanocarriers.

Actions biochimiques/physiologiques

Both sialic acid and neuraminic acid are loosely used to refer to conjugates of neuraminic acid. N-Acetylneuraminic acid is often found as the terminal sugar of cell surface glycoproteins. Cell surface glycoproteins have important roles in cell recognition and interaction as well as in cell adhesion. Membrane glycoproteins are also important in tumor growth and metastases.

Autres remarques

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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