69587

2′-(4-Methylumbelliferyl)-α-D-N-acetylneuraminic acid sodium salt hydrate

BioReagent, suitable for fluorescence, ≥96.5% (HPLC)

• Synonym(s): 4-MUNANA, 4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid sodium salt hydrate, 4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid sodium salt hydrate
• Empirical Formula (Hill Notation): C₂₁H₂₄NNaO₁₁ · xH₂O
• CAS Number: 76204-02-9
• Molecular Weight: 489.41 (anhydrous basis)
• UNSPSC Code: 12352106
• NACRES: NA.32

Properties

• product line: BioReagent
• Assay: ≥96.5% (HPLC)
• form: powder
• impurities: ≤0.5% free 4-methylumbelliferone; ≤10% water
• solubility: H₂O: 50 mg/mL, clear, very slightly yellow
• fluorescence: λ_ex 315 nm; λ_em 374 nm (pH.7.0); λ_ex 365 nm; λ_em 445 nm (after cleavage by neuraminidase)
• suitability: suitable for fluorescence
• storage temp.: −20°C
• SMILES string: O.[H]C(O)(CO)[C@]([H])(O)[C@@H]1OC(C[C@H](O)[C@H]1NC(C)=O)(Oc2ccc3C(C)=CC(=O)Oc3c2)C(=O)O[Na]
• InChI: 1S/C21H25NO11.Na.H2O/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);;1H2/q;+1;/p-1/t13-,14?,17+,18?,19+,21+;;/m0../s1
• InChI key: NSQMRVBWXQQIKF-NVRWCLOTSA-M

Description

General description

2′-(4-Methylumbelliferyl)-α-D-N-acetylneuraminic acid or 4-MUNANA is a synthetic fluorometric substrate that mimics the naturally occurring neuraminidase enzyme substrate. The enzyme-substrate hydrolysis results in the product 4-methylumbelliferone (4-MU), measured fluorometrically.

Application

2′-(4-Methylumbelliferyl)-α-D-N-acetylneuraminic acid or 4-MUNANA is used as a substrate for the development of a microplate-based assay for neuraminidase inhibitors. The fluorogenic substrate 2ʹ-(4-methylumbelliferyl)-α-D-N-acetylneuraminic acid (4-MUNANA) is used to study the molecular mechanisms of aspirin and celecoxib targeting mammalian neuraminidase-1.

Biochem/physiol Actions

Substrate for fluorometric assay of neuraminidase. Used for fluorescent staining of sialidases in PAGE.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves