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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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A.Holzapfel-Pschorn et al.
Fresenius Journal of Analytical Chemistry, 327, 521-521 (1987)
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
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)
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
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