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Merck
CN

A0812

Sigma-Aldrich

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
Beilstein:
1716283
EC 号:
MDL编号:
UNSPSC代码:
12352201
PubChem化学物质编号:
NACRES:
NA.25
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生物来源

synthetic

质量水平

类型

Type IV-S

方案

≥95% anhydrous basis

表单

powder

颜色

white to off-white

mp

184-186  °C

溶解性

H2O: ~50 mg/mL

储存温度

−20°C

SMILES字符串

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

InChI key

SQVRNKJHWKZAKO-PFQGKNLYSA-N

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应用

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。

生化/生理作用

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。

其他说明

为了全面了解我们针对客户研究提供的各种单糖产品,建议您访问我们的碳水化合物分类页面。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Fiona E Fleming et al.
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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
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
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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