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76204-02-9, 4-Methylumbelliferyl N-acetyl-a-D-neuraminic acid sodium salt, CAS:76204-02-9

4MU-NeuNAc,
,4-Methylumbelliferyl N-acetyl-a-D-neuraminic acid sodium salt,
CAS:76204-02-9
C21H24NNaO11 / 489.41
MFCD00057309

4-Methylumbelliferyl N-acetyl-a-D-neuraminic acid sodium salt

4-甲基伞形酮-alpha-唾液酸苷钠盐

Fluorogenic substrate to assay the activity of neuraminidase. 4-Methylumbelliferone is released from 4-MUNANA by neuraminidase and can be detected fluorometrically with excitation at 365-380 nm and emission at 445-454 nm. Also applicable for fluorescent staining of sialidases in PAGE.

4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid is a fluorogenic substrate of neuraminidases. 4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid is cleaved by neuraminidases to release the fluorescence moiety 4-methylumbelliferyl (4-MU). 4-MU fluorescence is pH-dependent with excitation maxima of 320 and 360 nm at low (1.97-6.72) and high (7.12-10.3) pH, respectively, and an emission maximum ranging from 445 to 455 nm, increasing as pH decreases. 4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid has been used to quantify neuraminidase activity in mammalian cells and clinical isolates of influenza virus.

Neuraminidases, also known as sialidases, catalyze the removal of N-acetylneuraminic acid/sialic acid groups from glycoproteins and glycolipids. In addition to having diverse roles in mammalian physiology, neuraminidases are involved in infection by pathogens, including influenza virus. Specifically, viral neuraminidases are essential for viral replication. 4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid (4-MUNANA) is a fluorogenic substrate used to assay neuraminidase activity. 4-Methylumbelliferone, released from 4-MUNANA by neuraminidase, is commonly detected using excitation at 365-380 nm and emission at 445-454 nm. Assays using 4-MUNANA sensitively measure the activity of neuraminidases from mammalian and viral sources.

CAS Number76204-02-9
Product Name2'-(4-Methylumbelliferyl)-alpha-D-N-acetylneuraminic acid, sodium salt
IUPAC Namesodium;(2R,4S,5R,6R)-5-acetamido-4-hydroxy-2-(4-methyl-2-oxochromen-7-yl)oxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
Molecular FormulaC21H24NNaO11
Molecular Weight489.4
InChIInChI=1S/C21H25NO11.Na/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23;/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30);/q;+1/p-1/t13-,14+,17+,18+,19+,21-;/m0./s1
InChI KeyNNNXBDLJYKMDAI-NLSRWXBQSA-M
SMILESCC1=CC(=O)OC2=C1C=CC(=C2)OC3(CC(C(C(O3)C(C(CO)O)O)NC(=O)C)O)C(=O)[O-].[Na+]
SynonymsNeu5Ac-α-4MU
CAS No: 76204-02-9 Synonyms: Neu5Ac-a-4MU4MU-NANA.Na4MU-NeuNAc MDL No: MFCD00057309 Chemical Formula: C21H24NNaO11 Molecular Weight: 489.41
References: 1. Potier M, et al., Anal. Biochem. 1979, 94, p2872. Myers RW, et al., Anal. Biochem. 1980, 101, p166


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