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A0812

Sigma-Aldrich

N-Acetylneuraminic acid

≥95% anhydrous basis, synthetic

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Synonym(s):
5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid, Lactaminic acid, NAN, NANA, Sialic acid
Empirical Formula (Hill Notation):
C11H19NO9
CAS Number:
Molecular Weight:
309.27
Beilstein/REAXYS Number:
1716283
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic

Quality Level

type

Type IV-S

assay

≥95% anhydrous basis

form

powder

color

white to off-white

mp

184-186  °C

solubility

H2O: ~50 mg/mL

storage temp.

−20°C

SMILES string

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

InChI key

SQVRNKJHWKZAKO-PFQGKNLYSA-N

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This Item
A2388C8271A3286
N-Acetylneuraminic acid ≥95% anhydrous basis, synthetic

A0812

N-Acetylneuraminic acid

N-Acetylneuraminic acid ≥98% (HPLC), from Escherichia coli

A2388

N-Acetylneuraminic acid

N-Acetyl-D-glucosamine suitable for cell culture, BioReagent

A3286

N-Acetyl-D-glucosamine

assay

≥95% anhydrous basis

assay

≥98% (HPLC)

assay

≥85% (HPLC)

assay

≥95% (HPLC)

solubility

H2O: ~50 mg/mL

solubility

water: 50 mg/mL, clear, colorless

solubility

-

solubility

-

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

-

form

powder

form

powder

form

powder

form

powder

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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.

Biochem/physiol Actions

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.

Other Notes

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

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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