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69591

Sigma-Aldrich

4-Methylumbelliferyl α-D-glucopyranoside

≥98% (TLC)

Synonym(s):

4-Methylumbelliferyl α-D-glucoside

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About This Item

Empirical Formula (Hill Notation):
C16H18O8
CAS Number:
17833-43-1
Molecular Weight:
338.31
Beilstein:
1690776
EC Number:
241-794-0
MDL number:
MFCD00067661
UNSPSC Code:
12352204
PubChem Substance ID:
57652200
NACRES:
NA.25

description

α-glucosidase substrate

Quality Level

200

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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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Blanca I Torres-Rodríguez et al.
Antonie van Leeuwenhoek, 101(2), 313-322 (2011-09-20)
The early steps of glycoprotein biosynthesis involve processing of the N-glycan core by endoplasmic reticulum α-glucosidases I and II which sequentially trim the outermost α1,2-linked and the two more internal α1,3-linked glucose units, respectively. We have demonstrated the presence of
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
Lara W Katzin et al.
Journal of clinical neuromuscular disease, 9(4), 421-431 (2008-06-06)
Pompe disease, or glycogen storage disease type II, is a rare autosomal recessive disorder caused by mutations in the gene that encodes for alpha-glucosidase. Presentation in infancy is associated with respiratory failure, cardiomyopathy, and severe muscle weakness. Juvenile- or adult-onset
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
Toshiro Matsui et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 25(4), 559-562 (2009-04-11)
Alpha-glucosidase (AGH) from the small intestine of rat was immobilized onto a glutaraldehyde (GA) activated NH(2)-96 well microplate to establish a convenient and rapid AGH inhibition assay system. After AGH immobilization, remaining GA groups were blocked by beta-alanine to induce
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