4-Methylumbelliferyl-?-D-glucopyranoside is a fluorogenic substrate for ?-glucosidase. 4-Methylumbelliferyl-?-D-glucopyranoside is cleaved by ?-glucosidase to release the fluorescent 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 pH (7.12-10.3), respectively, and an emission maximum ranging from 445 to 455 nm, increasing as pH decreases. 4-Methylumbelliferyl-?-D-glucopyranoside has been used to quantify ?-glucosidase activity in infant blood spot samples as a biomarker of Fabry and Pompe diseases, lysosomal storage disorders characterized by a deficiency in the enzyme.
| CAS Number | 38596-12-5 |
| Product Name | 7-(alpha-D-Glucopyranosyloxy)-4-methyl-2H-1-benzopyran-2-one |
| IUPAC Name | 4-methyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one |
| Molecular Formula | C16H18O8 |
| Molecular Weight | 338.31 g/mol |
| InChI | InChI=1S/C16H18O8/c1-7-4-12(18)23-10-5-8(2-3-9(7)10)22-16-15(21)14(20)13(19)11(6-17)24-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16+/m1/s1 |
| InChI Key | YUDPTGPSBJVHCN-JZYAIQKZSA-N |
| SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O |
| Synonyms | 4-methylumbelliferyl glucoside, 4-methylumbelliferyl glucoside, (alpha)-isomer, 4-methylumbelliferyl-alpha-D-glucopyranoside, 4-methylumbelliferyl-beta-D-glucopyranoside, 4-MU-alpha-glucoside, 4-MU-glucoside, MUbetaGlu |
| Canonical SMILES | CC1=CC(=O)OC2=C1C=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O |
| 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)O |
CAS No: 17833-43-1,38596-12-5 Synonyms: 4-MU-alpha-D-glucoside MDL No: MFCD00067661 Chemical Formula: C16H18O8 Molecular Weight: 338.31 |
References: 1. Clin. Chim. Acta 1977, 78, p335 |
| Size | 1 G, 100 MG, 5 G, Other |
|---|
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