C8271

胞苷-5′-单磷氮乙酰神经氨酸钠盐

Name: 胞苷-5′-单磷氮乙酰神经氨酸 钠盐
Brand: SIGMA

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

别名:

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

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线性分子式:

C₂₀H₃₀N₄NaO₁₆P

化学文摘社编号:

1007117-62-5

分子量:

636.43

NACRES:

NA.51

PubChem Substance ID:

24893038

UNSPSC Code:

41106305

MDL number:

MFCD00151579

Beilstein/REAXYS Number:

4224251

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产品名称

胞苷-5′-单磷氮乙酰神经氨酸钠盐, ≥85% (HPLC)

InChI key

VFRHSOGUONIUOR-CTFMUGKASA-M

SMILES string

[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

biological source

synthetic (organic)

assay

≥85% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

200

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Application

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

Biochem/physiol Actions

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。

General description

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。

Preparation Note

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。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

0000515252

0000483016

0000483015

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Development of a high-throughput method to evaluate serum bactericidal activity using bacterial ATP measurement as survival readout.

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.

Sialic acid metabolism and sialyltransferases: natural functions and applications.

Yanhong Li et al.

Applied microbiology and biotechnology, 94(4), 887-905 (2012-04-25)

Sialic acids are a family of negatively charged monosaccharides which are commonly presented as the terminal residues in glycans of the glycoconjugates on eukaryotic cell surface or as components of capsular polysaccharides or lipooligosaccharides of some pathogenic bacteria. Due to

X-ray crystallographic structure of a bacterial polysialyltransferase provides insight into the biosynthesis of capsular polysialic acid.

Christian Lizak et al.

Scientific reports, 7(1), 5842-5842 (2017-07-21)

Polysialic acid (polySia) is a homopolymeric saccharide that is associated with some neuroinvasive pathogens and is found on selective cell types in their eukaryotic host. The presence of a polySia capsule on these bacterial pathogens helps with resistance to phagocytosis

Reassembled biosynthetic pathway for a large-scale synthesis of CMP-Neu5Ac

Song J, et al.

Marine drugs, 1(1), 34-45 (2003)

Entry of influenza A Virus with a α2,6-linked sialic acid binding preference requires host fibronectin.

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

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胞苷-5′-单磷氮乙酰神经氨酸钠盐

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

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关于此项目

主要文件

属性

产品名称

InChI key

SMILES string

InChI

biological source

assay

form

solubility

storage temp.

Quality Level

相关类别

说明

Application

Biochem/physiol Actions

General description

Preparation Note

安全信息

存储类别

wgk

flash_point_f

flash_point_c

文件

分析证书(COA)

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胞苷-5′-单磷氮乙酰神经氨酸 钠盐

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

选择尺寸

关于此项目

主要文件

属性

产品名称

InChI key

SMILES string

InChI

biological source

assay

form

solubility

storage temp.

Quality Level

相关类别

说明

Application

Biochem/physiol Actions

General description

Preparation Note

安全信息

存储类别

wgk

flash_point_f

flash_point_c

文件

分析证书(COA)

已有该产品？

同行评审论文

技术文章和实验方案

商品

相关内容

技术服务

胞苷-5′-单磷氮乙酰神经氨酸钠盐