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)
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
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
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
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