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C8271

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

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

Synonym(s):

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

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1 mg

Estimated to ship onApril 27, 2026fromMILWAUKEE

$111.00
5 mg

Estimated to ship onApril 27, 2026fromMILWAUKEE

$430.00
25 mg

Estimated to ship onApril 27, 2026fromMILWAUKEE

$1,640.00

About This Item

Linear Formula:
C20H30N4NaO16P
CAS Number:
Molecular Weight:
636.43
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Beilstein/REAXYS Number:
4224251
Assay:
≥85% (HPLC)
Biological source:
synthetic (organic)
Form:
powder
Solubility:
water: 50 mg/mL, clear, colorless
Storage temp.:
−20°C

$111.00


Estimated to ship onApril 27, 2026Details


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Product Name

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

biological source

synthetic (organic)

Quality Level

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

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[1],
  • As a substrate for the enzymatic sialylation of G2 glycoforms[2], resialylation assay[3][4][5],
  • in in-vitro sialyltransferase assay[6]

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.[7]
Cytidine-5′-monophospho-N-acetylneuraminic acid (CMP-Sialic acid) is a substrate for sialyltransferases. It is used for the enzymatic sialylation of glycans.

Preparation Note

Enzymatically prepared by the method of Schauer, R., et al., Hoppe Seyler′s Z. Physiol. Chem., 353, 883 (1972).
CMP-NAN is very acid-labile.

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This Item
C963030290D0627
biological source

synthetic (organic)

biological source

synthetic

biological source

synthetic

biological source

synthetic (organic)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

assay

≥85% (HPLC)

assay

≥95% (HPLC)

assay

≥99.0% (HPLC)

assay

≥96% (HPLC)

form

powder

form

powder

form

powder

form

powder

solubility

water: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless

solubility

-

solubility

H2O: 100 mg/mL

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Articles

LC-MS/MS method quantifies similar polar nucleotide activated sugars using Supel™ Carbon LC column for simultaneous analysis.

Explore tools for glycosyltransferase synthesis and modification of glycans, such as glycosyltransferases and nucleotide sugar donors.

Understand sialic acid structure, function, signaling, and modifications. Easily find products for sialic acid research.

Related Content

Enzymatic glycosyltransferase specificity challenges the one enzyme-one linkage concept.

Glycobiology and Glycoproteomics Brochure


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
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.
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



Global Trade Item Number

SKUGTIN
C8271-25MG04061833522028
C8271-5MG04061833522035
C8271-1MG04061833522011

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