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Merck

A0812

N-Acetylneuraminic acid

≥95% anhydrous basis, synthetic

Synonim(y):

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

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Wybierz wielkość

25 MG

313,00 zł

100 MG

856,00 zł

250 MG

1530,00 zł

1 G

4210,00 zł

313,00 zł

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C11H19NO9
Numer CAS:
131-48-6
Masa cząsteczkowa:
309.27
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24890457
EC Number:
205-023-1
Beilstein/REAXYS Number:
1716283
MDL number:
MFCD00006620

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Quality Level

200

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

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

biological source

synthetic

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

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Ta pozycja
A2388110138C8271
N-Acetylneuraminic acid ≥95% anhydrous basis, synthetic

Sigma-Aldrich

A0812

N-Acetylneuraminic acid

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

Sigma-Aldrich

A2388

N-Acetylneuraminic acid

N-Acetylneuraminic Acid, Synthetic A component of mucoproteins, mucopolysaccharides, and mucolipids.

Millipore

110138

N-Acetylneuraminic Acid, Synthetic

Cytidine-5′-monophospho-N-acetylneuraminic acid sodium salt ≥85% (HPLC)

Sigma-Aldrich

C8271

Cytidine-5′-monophospho-N-acetylneuraminic acid sodium salt

biological source

synthetic

biological source

Escherichia coli

biological source

-

biological source

synthetic (organic)

assay

≥95% anhydrous basis

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥85% (HPLC)

solubility

H2O: ~50 mg/mL

solubility

water: 50 mg/mL, clear, colorless

solubility

water: ≥10 mg/mL

solubility

-

Quality Level

200

Quality Level

300

Quality Level

100

Quality Level

200

form

powder

form

powder

form

solid

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.
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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Klasa składowania

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Wybierz jedną z najnowszych wersji:

Certyfikaty analizy (CoA)

Lot/Batch Number
0000474173
0000474173
0000474170
0000474170
0000491839

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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
Kannan Tharakaraman et al.
Cell, 153(7), 1475-1485 (2013-06-12)
Of the factors governing human-to-human transmission of the highly pathogenic avian-adapted H5N1 virus, the most critical is the acquisition of mutations on the viral hemagglutinin (HA) to "quantitatively switch" its binding from avian to human glycan receptors. Here, we describe
Emma R Job et al.
PloS one, 8(3), e59623-e59623 (2013-04-02)
Members of the pentraxin family, including PTX3 and serum amyloid P component (SAP), have been reported to play a role in innate host defence against a range of microbial pathogens, yet little is known regarding their antiviral activities. In this
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
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Product Information Sheet - A0812

Product Information Sheet

Questions

1–2 of 2 Questions  

  1. 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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. 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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