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69591

Sigma-Aldrich

4-Methylumbelliferyl α-D-glucopyranoside

≥98% (TLC)

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Synonym(s):
4-Methylumbelliferyl α-D-glucoside
Empirical Formula (Hill Notation):
C16H18O8
CAS Number:
Molecular Weight:
338.31
Beilstein:
1690776
EC Number:
MDL number:
PubChem Substance ID:

description

α-glucosidase substrate

Quality Level

Assay

≥98% (TLC)

form

powder

solubility

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

fluorescence

λex 316 nm; λem 375 nm (Reaction product)
λex 317 nm; λem 374 nm (pH9.0)
λex 360 nm; λem 449 nm
λex 365 nm; λem 445 nm in 0.1 M Tris pH 8.0 (α-glucosidase)

storage temp.

−20°C

SMILES string

CC1=CC(=O)Oc2cc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)ccc12

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

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This Item
M9766M2133M7633
form

powder

form

powder

form

powder

form

powder

solubility

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

solubility

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

solubility

DMF: 20 mg/mL, clear, colorless to faintly yellow

solubility

water: 50 mg/mL, clear, colorless to very faintly yellow

fluorescence

λex 316 nm; λem 375 nm (Reaction product), λex 317 nm; λem 374 nm (pH9.0), λex 360 nm; λem 449 nm, λex 365 nm; λem 445 nm in 0.1 M Tris pH 8.0 (α-glucosidase)

fluorescence

-

fluorescence

-

fluorescence

λex 317 nm; λem 374 nm (pH 9.1), λex 360 nm; λem 449 nm (Reaction product)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

General description

4-Methylumbelliferyl α-D-glucopyranoside is the fluorogenic substrate of alpha-glucosidase enzyme. 4-Methylumbelliferyl α-D-glucopyranoside, also known as 4MU- α-glc, upon reaction leads to the product 4MU, which emits at the peak of 440nm in the fluorescence spectra.

Application

4-Methylumbelliferyl α-D-glucopyranoside is used as a flurogenic substrate for the identification, characterization and kinetic analysis of α-D-glucosidase(s).4-Methylumbelliferyl α-D-glucopyranoside is used for high throughput screening experiments. It is suitable for the diagnosis of Pompe′s disease in kidney and leucocytes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

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Shohei Shigeto et al.
Molecular genetics and metabolism, 103(1), 12-17 (2011-02-16)
The high frequency (3.3-3.9%) of acid α-glucosidase pseudodeficiency, c.[1726G>A; 2065G>A] homozygote (AA homozygote), in Asian populations complicates newborn screening for Pompe disease (glycogen storage disease type II or acid maltase deficiency) on dried blood spots, since AA homozygotes have a
A.Holzapfel-Pschorn et al.
Fresenius Journal of Analytical Chemistry, 327, 521-521 (1987)
D M Broadhead et al.
Clinical genetics, 13(6), 504-510 (1978-06-01)
The diagnosis of Pompe's disease by the assay of acid alpha-glucosidase in kidney and leucocytes was not previously possible because of the presence of another component which had activity at pH 4.0, but was not deficient in the disease. This
Reporter bacteriophage A511::celB transduces a hyperthermostable glycosidase from Pyrococcus furiosus for rapid and simple detection of viable Listeria cells.
Hagens S, de Wouters T, et al.
Bacteriophages, 1, 143-151 (2011)
Se-Wook Oh et al.
Applied and environmental microbiology, 70(9), 5692-5694 (2004-09-04)
4-Methylumbelliferyl-alpha-D-glucoside, the fluorogenic substrate of alpha-glucosidase, was used as a selective marker to develop a differential medium for Enterobacter sakazakii. This bacterium showed strong fluorogenic characteristics clearly distinguishable from other microorganisms. On the basis of reducing background noise, an optimum

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