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A2388

Sigma-Aldrich

N-Acetylneuraminic acid

≥98% (HPLC), from Escherichia coli

Sinónimos:

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

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10 MG
US$ 183,00
25 MG
US$ 352,00
100 MG
US$ 769,00
250 MG
US$ 1.600,00
1 G
US$ 3.860,00

US$ 183,00

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Seleccione un Tamaño

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10 MG
US$ 183,00
25 MG
US$ 352,00
100 MG
US$ 769,00
250 MG
US$ 1.600,00
1 G
US$ 3.860,00

About This Item

Fórmula empírica (notación de Hill):
C11H19NO9
Número de CAS:
131-48-6
Peso molecular:
309.27
Beilstein:
1716283
Número CE:
205-023-1
Número MDL:
MFCD00006620
Código UNSPSC:
12352201
ID de la sustancia en PubChem:
24890650
NACRES:
NA.25

US$ 183,00

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origen biológico

Escherichia coli

tpo

Type VI

Ensayo

≥98% (HPLC)

Formulario

powder

actividad óptica

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

técnicas

HPLC: suitable

color

white to off-white

mp

184-186  °C

solubilidad

water: 50 mg/mL, clear, colorless

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

SQVRNKJHWKZAKO-PFQGKNLYSA-N

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Categorías relacionadas

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Otras notas

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

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H319

Clasificaciones de peligro

Eye Irrit. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000431059
0000431059
0000427661
0000427661
0000424908

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Alexander T Baker et al.
Science advances, 5(9), eaax3567-eaax3567 (2019-09-14)
Adenoviruses are clinically important agents. They cause respiratory distress, gastroenteritis, and epidemic keratoconjunctivitis. As non-enveloped, double-stranded DNA viruses, they are easily manipulated, making them popular vectors for therapeutic applications, including vaccines. Species D adenovirus type 26 (HAdV-D26) is both a
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
R Seppala et al.
Laboratory investigation; a journal of technical methods and pathology, 63(2), 197-203 (1990-08-01)
The renal handling of free sialic acid, a negatively charged sugar, was investigated in normal humans and in patients with impaired sialic acid metabolism or impaired renal function. A sensitive assay for sialic acid, based upon the specific degradation of
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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Protocolos

Enzymatic Assay of Neuraminidase

Enzymatic Assay of Neuraminidase applies to products that have a specification for neuraminidase content by enzymatic determination.

Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. I was wondering if the Sigma-Aldrich (A2388) N-Acetylneuraminic acid from Escherichia coli, ≥98%, is suitable to use in vitro on oligodendrocytes. In other words, is it sterile? Thank you in advance.

    1 answer

    1. This product has not been tested for in vivo or in vitro applications. Suitability for in vitro use will need to be validated by the end-user. The material is purified from Escherichia coli and has not tested for endotoxin. Solutions would require sterile filtration prior to adding to cultures. Alternatively, product 110138 is a synthetically produced product option. While not tested for in vitro use, it may be a better option for sensitive cell lines. It is not sterile and solutions would also required filter sterilization. See the link below to review this product:
      https://www.sigmaaldrich.com/product/mm/110138

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