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Merck
CN

C8271

Sigma-Aldrich

胞苷-5′-单磷氮乙酰神经氨酸 钠盐

≥85% (HPLC), synthetic (organic), powder

别名:

CMP-NAN, CMP-NANA, CMP-Neu5Ac, CMP-唾液酸

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关于此项目

线性分子式:
C20H30N4NaO16P
CAS Number:
1007117-62-5
分子量:
636.43
Beilstein:
4224251
MDL编号:
MFCD00151579
UNSPSC代码:
41106305
PubChem化学物质编号:
24893038
NACRES:
NA.51

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Product Name

胞苷-5′-单磷氮乙酰神经氨酸 钠盐, ≥85% (HPLC)

生物来源

synthetic (organic)

质量水平

200

方案

≥85% (HPLC)

表单

powder

溶解性

water: 50 mg/mL, clear, colorless

储存温度

−20°C

SMILES字符串

[Na+].CC(=O)N[C@@H]1[C@@H](O)C[C@@](O[C@@H]1[C@H](O)[C@H](O)CO)(OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(N)=NC3=O)C(O)=O

InChI

1S/C20H31N4O16P.Na/c1-7(26)22-12-8(27)4-20(18(32)33,39-16(12)13(29)9(28)5-25)40-41(35,36)37-6-10-14(30)15(31)17(38-10)24-3-2-11(21)23-19(24)34;/h2-3,8-10,12-17,25,27-31H,4-6H2,1H3,(H,22,26)(H,32,33)(H,35,36)(H2,21,23,34);/q;+1/p-1/t8-,9+,10+,12+,13+,14+,15+,16?,17+,20+;/m0./s1

InChI key

VFRHSOGUONIUOR-CTFMUGKASA-M

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相关类别

一般描述

胞嘧啶5′-单磷酸N-乙酰神经氨酸(CMP-Neu5Ac)是CMP-Neu5Ac合成酶催化CTP和Neu5Ac得到的一种糖核苷酸。

应用

5′-单磷酸胞苷-N-乙酰神经氨酸钠盐已用于：
  • 作为高效阴离子交换色谱-脉冲安培检测法(HPAEC-PAD)的标准品，用于Joubert综合征10型(JBTS10)患者细胞和皮肤成纤维细胞对照的核苷酸糖分析,
  • 作为底物用于G2糖酶促唾液酸化、再唾液酸化检测，
  • 体外唾液酸转移酶检测

生化/生理作用

胞嘧啶5′-单磷酸N-乙酰基神经氨酸(CMP-Neu5Ac)作为高尔基体唾液酸转移酶的底物，用于形成唾液酸及其偶联物。
胞苷-5′-单磷酸酯-N-乙酰基神经氨酸（CMP-唾液酸）是唾液酸转移酶的底物。主要用于多糖的酶促唾液酸化。

制备说明

通过Schauer, R.等人Hoppe Seyler′s Z. Physiol. Chem., 353, 883 （1972）的方法酶促制备。
CMP-NAN是非常酸不稳定的。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000483016
0000483015
0000483015
0000483016
0000481083

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Gillian Dekkers et al.
Frontiers in immunology, 8, 877-877 (2017-08-22)
Glycosylation of the immunoglobulin G (IgG)-Fc tail is required for binding to Fc-gamma receptors (FcγRs) and complement-component C1q. A variety of IgG1-glycoforms is detected in human sera. Several groups have found global or antigen-specific skewing of IgG glycosylation, for example
Horasis S Y Leung et al.
Journal of virology, 86(19), 10704-10713 (2012-07-28)
The receptor binding specificity of influenza A virus is one of the major determinants of viral tropism and host specificity. In general, avian viral hemagglutinin prefers to bind to α2,3-linked sialic acid, whereas the human viral hemagglutinin prefers to bind
Magali Audry et al.
Glycobiology, 21(6), 716-726 (2010-11-26)
Sialyltransferases (STs) represent an important group of enzymes that transfer N-acetylneuraminic acid (Neu5Ac) from cytidine monophosphate-Neu5Ac to various acceptor substrates. In higher animals, sialylated oligosaccharide structures play crucial roles in many biological processes but also in diseases, notably in microbial
Reassembled biosynthetic pathway for a large-scale synthesis of CMP-Neu5Ac
Song J, et al.
Marine drugs, 1(1), 34-45 (2003)
Francesca Necchi et al.
PloS one, 12(2), e0172163-e0172163 (2017-02-14)
Serum Bactericidal Activity (SBA) assay is the method of choice to evaluate the complement-mediated functional activity of both infection- and vaccine-induced antibodies. To perform a typical SBA assay, serial dilutions of sera are incubated with target bacterial strains and complement.
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