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C8271 Sigma-Aldrich

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

≥85% (HPLC)

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

  • CAS Number 3063-71-6

  • Linear Formula C20H31N4O16P

  • Molecular Weight 636.43

  •  Beilstein/REAXYS Number 4224251

  •  MDL number MFCD00151579

  •  PubChem Substance ID 24893038

  •  NACRES NA.51

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Properties

Related Categories Application Index, Biochemicals and Reagents, Carbohydrate, Carbohydrate hydrolysis & PTM analysis, Cell Biology,
Quality Level   200
assay   ≥85% (HPLC)
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

Application

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

Substrate for sialyltransferases. Used for the enzymatic sialylation of glycans.

Packaging

1, 5 mg in glass bottle

25 mg in poly bottle

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.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Glycosyltransferases: Tools for Synthesis and Modification of Glycans

The presence of multiple functional groups and stereocenters in complex carbohydrates makes them challenging targets for the organic chemist. Chemical synthesis research has not yielded robust, autom...
BioFiles 2007, 2.1, 2.
Keywords: Acylations, Bacterial conjugations, Biochemistry, Catalysis, Enzyme activity, Fucosylation, Gene expression, Glycosylations, Organic synthesis, Solvents

Glycosyltransferases

Glycosyltransferases are specific for the type of linkage (α or β), and the linkage position of the glycoside bond formed [e.g. α(1→3) or β(1→4)]. Glycosyltransferases were initially considered to be...
Glycobiology Analysis Manual, 2nd Edition
Keywords: Catalysis, Cell signaling, Enzyme activity, Glycosylations, Pharmaceutical

Peer-Reviewed Papers
15

References

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