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

SIGMA/C8271 - ≥85% (HPLC)

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

CAS Number: 1007117-62-5
Empirical Formula (Hill Notation): C₂₀H₃₀N₄NaO₁₆P
Molecular Weight: 636.43
MDL Number: MFCD00151579
Linear Formula: C₂₀H₃₀N₄NaO₁₆P
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-C8271-1MG	1 mg	$103.00 1/EA	Add To Favorites
45-C8271-5MG	5 mg	$401.00 1/EA	Add To Favorites
45-C8271-25MG	25 mg	$1530.00 1/EA	Add To Favorites

α-2,3-Sialyltransferase catalyzes the reaction:CMP-N-acetylneuraminate + β-D-galactosyl-(1→3)-N-acetyl-α-D-galactosaminyl-R = CMP + α-N-acetylneuraminyl-(2→3)-β-D-galactosyl-(1→3)-N-acetyl-α-D-galactosaminyl-R

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C8271-25MG

Properties
Descriptions
Safety Info.
Basic Data

assay	≥85% (HPLC)
biological source	synthetic (organic)
form	powder
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
Quality Level	200
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
solubility	water: 50 mg/mL, clear, colorless
storage temp.	−20°C

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:	Cytidine-5′-monophospho-N-acetylneuraminic acid (CMP-Sialic acid) is a substrate for sialyltransferases. It is used for the enzymatic sialylation of glycans.
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.
General description:	Cytosine 5′-monophosphate N-acetylneuraminic acid (CMP-Neu5Ac) is a sugar-nucleotide produced by CMP-Neu5Ac synthetase from CTP and Neu5Ac.
Packaging:	1, 5 mg in glass bottle
Packaging:	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.

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

Purity	≥85% (HPLC)
Storage Temp.	−20°C
UNSPSC	41106305

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