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A2388

Sigma-Aldrich

N-Acetylneuraminic acid

≥98% (HPLC), from Escherichia coli

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C11H19NO9
Numero CAS:
131-48-6
Peso molecolare:
309.27
Beilstein:
1716283
Numero CE:
205-023-1
Numero MDL:
MFCD00006620
Codice UNSPSC:
12352201
ID PubChem:
24890650
NACRES:
NA.25

Origine biologica

Escherichia coli

Livello qualitativo

300

Tipo

Type VI

Saggio

≥98% (HPLC)

Forma fisica

powder

Attività ottica

[α]20/D -34.0 to -30.0 °, c = 1% in water

tecniche

HPLC: suitable

Colore

white to off-white

Punto di fusione

184-186  °C

Solubilità

water: 50 mg/mL, clear, colorless

Temperatura di conservazione

−20°C

Stringa SMILE

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
SQVRNKJHWKZAKO-PFQGKNLYSA-N

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Applicazioni

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.

Azioni biochim/fisiol

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.

Altre note

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H319

Classi di pericolo

Eye Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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