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4-Methylumbelliferyl alp.-D-glucopyranoside

SKU: M0583

Category: Fluorescent Detection

Synonyms: 4-MU-?-D-Glc, 4-Methylumbelliferyl ?-D-glucoside, 4-Methylumbelliferyl-?-D-Glucose, 4-MU-?-D-Glucopyranoside, 7-(?-D-glucopyranosyloxy)-4-methylcoumarin; 17833-43-1
CAS-Number: C₁₆H₁₈O₈
Molecular Formula: 338.31
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥99% (TLC)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: Soluble in DMF (5mg/ml) or DMSO (30 mg/ml).

Shipping: AMBIENT
Short Term Storage: -20°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Transportation: Not dangerous goods

Description: 4-Methylumbelliferyl-α-D-glucopyranoside is a non-fluorescent but sensitive fluorogenic substrate for α-glucosidase yielding a blue fluorescent solution. 4-Methylumbelliferyl-α-D-glucopyranoside is cleaved by α-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-α-D-glucopyranoside has been used to quantify α-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 and and fundamental research into carbohydrate-metabolizing enzyme function. Spectral Data: λEx/λEm= 360/450 nm (cleaved product, pH-dependent).
Smiles: CC=1C=2C(=CC(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=CC2)OC(=O)C1
InChi Key: YUDPTGPSBJVHCN-JZYAIQKZSA-N
References: (1) J. Butterworth & D.M. Droadhead, Clin. Chim. Acta 78, 335 (1977) , (2) D.M. Broadhead & J. Butterworth, Clin. Genet. 13, 504 (1978) , (3) C. Castilla, et al., Int. J. Biochem. 13, 381 (1981) , (4) W.H. Porter, et al., Clin. Chem. 32, 652 (1986) , (5) M.M. Hermans, et al., J. Biol. Chem. 266, 13507 (1991) , (6) T. Matsui, et al., Anal. Sci. 25, 559 (2009) , (7) P. Olivova, et al., Clin. Chim. Acta 403, 159 (2009)
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

4-Methylumbelliferyl-α-D-glucopyranoside is a non-fluorescent but sensitive fluorogenic substrate for α-glucosidase yielding a blue fluorescent solution. 4-Methylumbelliferyl-α-D-glucopyranoside is cleaved by α-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-α-D-glucopyranoside has been used to quantify α-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 and and fundamental research into carbohydrate-metabolizing enzyme function. Spectral Data: λEx/λEm= 360/450 nm (cleaved product, pH-dependent).

SKU: M0583 Category: Fluorescent Detection

Additional information

Additional information

Synonyms	4-MU-?-D-Glc, 4-Methylumbelliferyl ?-D-glucoside, 4-Methylumbelliferyl-?-D-Glucose, 4-MU-?-D-Glucopyranoside, 7-(?-D-glucopyranosyloxy)-4-methylcoumarin
Purity	≥99% (TLC)
Appearance	White to off-white powder
CAS-Number	17833-43-1
Molecular Formula	C16H18O8
Molecular Weight	338.31
Identity	1H-NMR
Solvents	Soluble in DMF (5mg/ml) or DMSO (30 mg/ml).
Smiles	CC=1C=2C(=CC(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=CC2)OC(=O)C1
InChi Key	YUDPTGPSBJVHCN-JZYAIQKZSA-N
Shipping	AMBIENT
Short Term Storage	-20°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) J. Butterworth & D.M. Droadhead, Clin. Chim. Acta 78, 335 (1977), (2) D.M. Broadhead & J. Butterworth, Clin. Genet. 13, 504 (1978), (3) C. Castilla, et al., Int. J. Biochem. 13, 381 (1981), (4) W.H. Porter, et al., Clin. Chem. 32, 652 (1986), (5) M.M. Hermans, et al., J. Biol. Chem. 266, 13507 (1991), (6) T. Matsui, et al., Anal. Sci. 25, 559 (2009), (7) P. Olivova, et al., Clin. Chim. Acta 403, 159 (2009)
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
Quantity	250 mg, 500 mg, Bulk