A0812
N-乙酰神经氨酸
≥95% anhydrous basis, synthetic
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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关于此项目
经验公式（希尔记法）:
C11H19NO9
化学文摘社编号:
分子量:
309.27
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
205-023-1
Beilstein/REAXYS Number:
1716283
MDL number:
产品名称
N-乙酰神经氨酸, ≥95% anhydrous basis, synthetic
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
Quality Level
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Application
N-乙酰神经氨酸（NANA，Neu5Ac）是糖缀合物，例如糖脂、糖蛋白和蛋白多糖（唾液酸糖蛋白），的主要成分，其可赋予糖基化组分选择性结合的特征。 Neu5Ac用于对其体内 和 体外生物化学、代谢和摄取的研究。Neu5Ac可用于纳米载体的开发。
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。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
存储类别
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Peter Svenssen Munksgaard et al.
Infection and immunity, 82(6), 2219-2228 (2014-03-20)
Leukotoxin (LtxA) from Aggregatibacter actinomycetemcomitans is known to target and lyse β2-integrin-expressing cells such as polymorphonuclear leukocytes and macrophages. LtxA is an important virulence factor that facilitates chronic inflammation and is strongly associated with a fast-progressing form of periodontitis caused
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
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
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
Katharine M Ng et al.
Nature, 502(7469), 96-99 (2013-09-03)
The human intestine, colonized by a dense community of resident microbes, is a frequent target of bacterial pathogens. Undisturbed, this intestinal microbiota provides protection from bacterial infections. Conversely, disruption of the microbiota with oral antibiotics often precedes the emergence of
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