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C8271

Cytidine-5′-monophospho-N-acetylneuraminic acid sodium salt

Name: Cytidine-5&#8242;-monophospho-N-acetylneuraminic acid sodium salt
Brand: SIGMA

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

Synonym(s):

CMP-NAN, CMP-NANA, CMP-Neu5Ac, CMP-Sialic acid

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About This Item

Linear Formula:

C₂₀H₃₀N₄NaO₁₆P

CAS Number:

1007117-62-5

Molecular Weight:

636.43

NACRES:

NA.51

PubChem Substance ID:

24893038

UNSPSC Code:

41106305

MDL number:

MFCD00151579

Beilstein/REAXYS Number:

4224251

Assay:

≥85% (HPLC)

Biological source:

synthetic (organic)

Form:

powder

Solubility:

water: 50 mg/mL, clear, colorless

Storage temp.:

−20°C

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Properties

Product Name

Cytidine-5′-monophospho-N-acetylneuraminic acid sodium salt, ≥85% (HPLC)

biological source

synthetic (organic)

Quality Level

200

assay

≥85% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

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

InChI key

VFRHSOGUONIUOR-CTFMUGKASA-M

Description

General description

Cytosine 5′-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac) is a sugar-nucleotide produced by CMP-Neu5Ac synthetase from CTP and Neu5Ac.

Application

Cytidine-5′-monophospho-N-acetylneuraminic acid sodium salt has been used:

as a standard in high-performance anion-exchange chromatography with pulsed amperometric detection (HPAEC-PAD) for nucleotide sugar analysis in Joubert syndrome type 10 (JBTS10) patient cells and control skin fibroblasts,
As a substrate for the enzymatic sialylation of G2 glycoforms, resialylation assay,
in in-vitro sialyltransferase assay

Biochem/physiol Actions

Cytosine 5′-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac) is used as a substrate for Golgi sialyltransferases to form sialic acid and its conjugates.

Cytidine-5′-monophospho-N-acetylneuraminic acid (CMP-Sialic acid) is a substrate for sialyltransferases. It is used for the enzymatic sialylation of glycans.