4-METHYLUMBELLIFERYL-ALPHA-D-GLUCOPYRANOSIDE HYDRATE Chemical Properties

Melting point:

171-173 °C

Boiling point:

626.9±55.0 °C(Predicted)

Density 

1.522±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO: 50 mg/mL, clear, colorless to faintly yellow

pka

12.73±0.70(Predicted)

form 

White solid

color 

White to Off-White

BRN 

1690776

InChI

InChI=1/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+/s3

InChIKey

YUDPTGPSBJVHCN-JZYAIQKZSA-N

SMILES

C12OC(C=C(C)C=1C=CC(O[C@@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O)=C2)=O |&1:11,12,14,15,17,r|

CAS DataBase Reference

17833-43-1(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

F 

3-10-21

HS Code 

2932209090

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

4-METHYLUMBELLIFERYL-ALPHA-D-GLUCOPYRANOSIDE HYDRATE Usage And Synthesis

Description

4-Methylumbelliferyl-α-D-glucopyranoside is a fluorogenic substrate for α-glucosidase. 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.

Chemical Properties

white to off-white crystalline powder

Uses

4-Methylumbelliferyl-α-D-glucopyranoside is a fluorogenic substrate in the assay of a-glucosidase,it has been used in the study of Pompe disease.

Uses

4-Methylumbelliferyl α-D-glucopyranoside is used as a flurogenic substrate for the identification, characterization and kinetic analysis of α-D-glucosidase(s).

Definition

ChEBI: 4-Methylumbelliferyl-alpha-D-glucopyranoside is a member of coumarins and a glycoside.

Purification Methods

Recrystallise 4-methylumbellifer-7-yl--D-glucopyranoside from hot H2O or EtOH. [Courtin-Duchateau & Veyrière Carbohydr Research 65 23, 29 1978, Beilstein 18 IV 443.]

References

[1] PETRA OLIVOVA . Effect of sample collection on α-galactosidase A enzyme activity measurements in dried blood spots on filter paper[J]. Clinica Chimica Acta, 2009, 403 1: Pages 159-162. DOI: 10.1016/j.cca.2009.02.008
[2] STEPHAN C.A. WENS . Remarkably low fibroblast acid α-glucosidase activity in three adults with Pompe disease[J]. Molecular genetics and metabolism, 2012, 107 3: Pages 485-489. DOI: 10.1016/j.ymgme.2012.09.003

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