A0812
N-Acetylneuraminic acid
≥95% anhydrous basis, synthetic
Synonym(s):
5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid, Lactaminic acid, NAN, NANA, Sialic acid
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25 MG
¥514.58
100 MG
¥2,264.49
250 MG
¥4,148.50
1 G
¥11,213.58
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25 MG
¥514.58
100 MG
¥2,264.49
250 MG
¥4,148.50
1 G
¥11,213.58
About This Item
Empirical Formula (Hill Notation):
C11H19NO9
CAS Number:
Molecular Weight:
309.27
Beilstein:
1716283
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
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
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1 of 4
This Item | A2388 | C8271 | A3286 |
|---|---|---|---|
| biological source synthetic | biological source Escherichia coli | biological source synthetic (organic) | biological source - |
| Quality Level 200 | Quality Level 300 | Quality Level 200 | Quality Level 200 |
| solubility H2O: ~50 mg/mL | solubility water: 50 mg/mL, clear, colorless | solubility - | solubility - |
| 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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Kavita Agarwal et al.
PLoS biology, 18(8), e3000788-e3000788 (2020-08-26)
Women with bacterial vaginosis (BV), an imbalance of the vaginal microbiome, are more likely to be colonized by potential pathogens such as Fusobacterium nucleatum, a bacterium linked with intrauterine infection and preterm birth. However, the conditions and mechanisms supporting pathogen
Fiona E Fleming et al.
Journal of virology, 88(8), 4558-4571 (2014-02-07)
N-acetyl- and N-glycolylneuraminic acids (Sia) and α2β1 integrin are frequently used by rotaviruses as cellular receptors through recognition by virion spike protein VP4. The VP4 subunit VP8*, derived from Wa rotavirus, binds the internal N-acetylneuraminic acid on ganglioside GM1. Wa
Anwar M Hashem et al.
PloS one, 8(2), e55428-e55428 (2013-02-21)
Vaccination is the most effective prophylactic method for preventing influenza. Quantification of influenza vaccine antigens is critically important before the vaccine is used for human immunization. Currently the vaccine antigen quantification relies on hemagglutinin content quantification, the key antigenic component
Xiaoli Xiong et al.
Nature, 499(7459), 496-499 (2013-06-22)
Of the 132 people known to have been infected with H7N9 influenza viruses in China, 37 died, and many were severely ill. Infection seems to have involved contact with infected poultry. We have examined the receptor-binding properties of this H7N9
Inessa Schwab et al.
Nature reviews. Immunology, 13(3), 176-189 (2013-02-16)
Intravenous immunoglobulin (IVIG) preparations comprise pooled IgG antibodies from the serum of thousands of donors and were initially used as an IgG replacement therapy in immunocompromised patients. Since the discovery, more than 30 years ago, that IVIG therapy can ameliorate
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