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775673

Sigma-Aldrich

Methyl 4,7,8,9-tetra-O-acetyl-N-acetylneuraminate

95%

Synonym(s):

4,7,8,9-Tetra-O-acetyl-N-acetylneuraminic acid methyl ester

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About This Item

Empirical Formula (Hill Notation):
C20H29NO13
CAS Number:
84380-10-9
Molecular Weight:
491.44
MDL number:
MFCD08276266
UNSPSC Code:
12352201
PubChem Substance ID:
329767781
NACRES:
NA.22

assay

95%

form

solid

mp

185-189 °C

storage temp.

2-8°C

SMILES string

COC(=O)[C@]1(O)C[C@H](OC(C)=O)[C@@H](NC(C)=O)[C@@H](O1)[C@H](OC(C)=O)[C@@H](COC(C)=O)OC(C)=O

InChI

1S/C20H29NO13/c1-9(22)21-16-14(31-11(3)24)7-20(28,19(27)29-6)34-18(16)17(33-13(5)26)15(32-12(4)25)8-30-10(2)23/h14-18,28H,7-8H2,1-6H3,(H,21,22)/t14-,15+,16+,17+,18+,20-/m0/s1

InChI key

CAKDMYCBPKFKCV-DCDDNHAVSA-N

Application

Versatile acetylated neuraminic acid or sialic acid derivative. N-acetylneuraminic acid is often present as the terminal sugar of glycoproteins.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN4797
MKBN5771

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S Kelm et al.
International review of cytology, 175, 137-240 (1997-01-01)
Sialic acids (Sias) are terminal components of many glycoproteins and glycolipids especially of higher animals. In this exposed position they contribute significantly to the structural properties of these molecules, both in solution and on cell surfaces. Therefore, it is not
S Narayanan
Annals of clinical and laboratory science, 24(4), 376-384 (1994-07-01)
The term sialic acid is used to describe derivatives of neuraminic acid, where the amino group of neuraminic acid is substituted by either an acetyl or glycolyl group. The unique structural features of the molecule, which includes a negative charge

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