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Merck
CN

A9646

N-乙酰神经氨酸

from sheep submaxillary glands, ≥99%

别名:

醋纽拉酸, N-乙酰甘露糖胺丙酮酸, NAN, NANA, 唾液酸

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经验公式(希尔记法):
C11H19NO9
化学文摘社编号:
分子量:
309.27
EC Number:
205-023-1
UNSPSC Code:
12352201
PubChem Substance ID:
Beilstein/REAXYS Number:
1716283
MDL number:
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InChI key

SQVRNKJHWKZAKO-PFQGKNLYSA-N

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

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

sheep submaxillary glands

type

Type VIII

assay

≥99%

storage temp.

−20°C

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Biochem/physiol Actions

唾液酸和神经氨酸通常都被宽泛地称为神经氨酸轭合物。研究发现,N-乙酰神经氨酸通常都是细胞表面糖蛋白的末端糖。细胞表面糖蛋白在细胞识别、细胞相互作用和细胞粘附方面都起到重要作用。膜糖蛋白也在肿瘤生长和转移中起重要作用。

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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
Influenza: Pathways to human adaptation.
David A Steinhauer
Nature, 499(7459), 412-413 (2013-07-19)
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
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
Wei Zhang et al.
Journal of virology, 87(10), 5949-5958 (2013-03-22)
Influenza A virus uses sialic acids as cell entry receptors, and there are two main receptor forms, α2,6 linkage or α2,3 linkage to galactose, that determine virus host ranges (mammalian or avian). The receptor binding hemagglutinins (HAs) of both 1918

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