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Documenti fondamentali

A9646

Sigma-Aldrich

N-Acetylneuraminic acid

from sheep submaxillary glands, ≥99%

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:
Peso molecolare:
309.27
Beilstein:
1716283
Numero CE:
Numero MDL:
Codice UNSPSC:
12352201
ID PubChem:

Origine biologica

sheep submaxillary glands

Tipo

Type VIII

Saggio

≥99%

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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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.

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Reshmi Parameswaran et al.
The Journal of experimental medicine, 210(4), 805-819 (2013-03-13)
The development of resistance to chemotherapy is a major cause of relapse in acute lymphoblastic leukemia (ALL). Though several mechanisms associated with drug resistance have been studied in detail, the role of carbohydrate modification remains unexplored. Here, we investigated the
Evolution. Great apes and zoonoses.
Paul M Sharp et al.
Science (New York, N.Y.), 340(6130), 284-286 (2013-04-20)
T A Timofeeva et al.
Voprosy virusologii, 58(1), 24-27 (2013-06-22)
The influenza virus hemagglutinin (HA) is an envelope virus glycoprotein responsible for the attachment of the virus particles to cells via binding terminal sialic acid residues of cell surface oligosaccharides. In our previous works on influenza A virus escape mutants
Sasirekha Ramani et al.
Journal of virology, 87(13), 7255-7264 (2013-04-26)
Naturally occurring bovine-human reassortant rotaviruses with a P[11] VP4 genotype exhibit a tropism for neonates. Interaction of the VP8* domain of the spike protein VP4 with sialic acid was thought to be the key mediator for rotavirus infectivity. However, recent
Influenza: Pathways to human adaptation.
David A Steinhauer
Nature, 499(7459), 412-413 (2013-07-19)

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