4-Methylumbelliferyl-N-acetyl-beta-D-glucosaminide

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Catalog No: A10GD-4408
Cas No: 37067-30-4
Properties: Mol Formula: C18H21NO8, Mol Weight: 379.4
IUPAC Name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]acetamide
Synonym: 2H-1-Benzopyran-2-one,7-[[2-(acetylamino)-2-deoxy-b-D-glucopyranosyl]oxy]-4-methyl-, MFCD00065481, 4-Methylumbelliferyl-2-acetamido-2-deoxy-|A-D-glucopyranoside

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4-Methylumbelliferyl 2-acetamido-2-deoxy-b-D-glucopyranoside

4-Methylumbelliferyl-2-acetamido-2-deoxy-?-D-glucopyranoside is a fluorogenic substrate for ?-hexosaminidases. Upon enzymatic cleavage by ?-hexosaminidases, 4-methylumbelliferone (4-?U) is released and its fluorescence can be used to quantify ?-hexosaminidase activity. 4-MU fluorescence is pH-dependent with excitation maxima of 320 and 360 nm at low (1.97-6.72) and high pH (7.12-10.3), respectively, and an emission maximum ranging from 445 to 455 nm, increasing as pH decreases. 4-Methylumbelliferyl-2-acetamido-2-deoxy-?-D-glucopyranoside has been used to quantify ?-hexosaminidase activity in serum or leukocytes from patients with GM2 gangliosidoses such as Tay-Sachs disease, which is characterized by defects in the ? subunit of ?-hexosaminidase.

CAS Number 37067-30-4
Product Name 4-Methylumbelliferyl-N-acetyl-beta-D-glucosaminide
IUPAC Name N-[(3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-methyl-2-oxochromen-7-yl)oxyoxan-3-yl]acetamide
Molecular Formula C18H21NO8
Molecular Weight 379.4 g/mol
InChI InChI=1S/C18H21NO8/c1-8-5-14(22)26-12-6-10(3-4-11(8)12)25-18-15(19-9(2)21)17(24)16(23)13(7-20)27-18/h3-6,13,15-18,20,23-24H,7H2,1-2H3,(H,19,21)/t13-,15-,16-,17-,18?/m1/s1
InChI Key QCTHLCFVVACBSA-JVNHZCFISA-N
SMILES CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)O)O)NC(=O)C
Synonyms 4-methylumbelliferyl 2-acetamido-2-deoxy-alpha-D-glucopyranoside, 4-methylumbelliferyl 2-acetamido-2-deoxy-beta-D-glucopyranoside, 4-methylumbelliferyl-N-acetyl-beta-D-glucosaminide, 4-methylumbelliferyl-N-acetyl-beta-glucosamine, 4-methylumbelliferyl-N-acetylglucosaminide, 4-MU-Glc-NAc, 4-MUAG, MUABG
Canonical SMILES CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)O)O)NC(=O)C
Isomeric SMILES CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)NC(=O)C

CAS No: 37067-30-4
Synonyms: 4-Methylumbelliferyl N-acetyl-b-D-glucosaminide4-MU-GlcNAcGlcNAc-b-4MU
MDL No: MFCD00065481
Chemical Formula: C18H21NO8.2H2O
Molecular Weight: 415.4

White crystal powder.

In Stock.??

COA:

Product name: 4-Methylumbelliferyl N-acetyl-?-D-glucosaminide dihydrate 

CAS: 37067-30-4   M.F.: C18H21NO8.2H2O     M.W.: 415.4     

Items

Standards

Results

Appearance

White crystal powder

Complies

Solubility

Soluble in DMF, insoluble ether

Complies

Identification

IR and HPLC

Complies

NMR and MS

Should comply

Complies

Melting point

208?  ~  215 ?C

208? ~210?

Heavy metal

Max. 20ppm

Complies

Residue on ignition

Max. 0.5%

0.1%

Water Content ?K.F.?

Max. 2%

0.9%

4-Methylumbelliferone

Max. 0.1%

Complies

TLC

Should be one spot

One spot

Assay by HPLC

Min. 98%

99.2%

References:


1. Leaback DH, Walker PG, Biochem. J. 1961, 78, p151

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 100 MG, 5 G, Other

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