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M7633

Sigma-Aldrich

4-Methylumbelliferyl α-D-galactopyranoside

≥98% (TLC)

Synonym(s):

MU-alpha-GAL

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About This Item

Empirical Formula (Hill Notation):
C16H18O8
CAS Number:
38597-12-5
Molecular Weight:
338.31
Beilstein:
94674
EC Number:
254-031-1
MDL number:
MFCD00063278
UNSPSC Code:
12352204
PubChem Substance ID:
24897170
NACRES:
NA.32

Assay

≥98% (TLC)

form

powder

solubility

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

fluorescence

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

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-CHUNWDLHSA-N

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Application

4-Methylumbelliferyl α-D-galactopyranoside has been used as an artificial substrate to assay α-galactosidase-A activity.

Biochem/physiol Actions

4-Methylumbelliferyl α-D-galactopyranoside is a fluorogenic substrate for α-galactosidase-A. The enzyme converts the substrate to form a blue fluorescent product, methylumbelliferyl. The fluorescence is measured spectrophotometrically.

Preparation Note

4-Methylumbelliferyl α-D-galactopyranoside is soluble in water (50 mg/ml), yielding a clear, colorless to faint yellow solution with the application of heat.

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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Nathaniel G Hentz et al.
Journal of laboratory automation, 19(2), 153-162 (2013-09-14)
This study illustrates how optimization of both liquid-handling accuracy and precision is critical to assay performance. The study was designed to examine (1) liquid-handling performance and (2) the effect of liquid-handling variability on two types of in vitro biochemical assays
Zhen-Dan Shi et al.
Analytical and bioanalytical chemistry, 394(7), 1903-1909 (2009-06-13)
Alpha-galactosidase A hydrolyzes the terminal alpha-galactosyl moieties from glycolipids and glycoproteins in lysosomes. Mutations in alpha-galactosidase cause lysosomal accumulation of the glycosphingolipid, globotriaosylceramide, which leads to Fabry disease. Small-molecule chaperones that bind to mutant enzyme proteins and correct their misfolding
Eugènia Ruiz-Cánovas et al.
Colloids and surfaces. B, Biointerfaces, 208, 112123-112123 (2021-09-28)
The capability of HeLa cells to internalize large spherical microparticles has been evaluated by using inorganic, magnetic microparticles of 1 and 2.8 µm of diameter. In both absence but especially under the action of a magnet, both types of particles were
Tali Kizhner et al.
Molecular genetics and metabolism, 114(2), 259-267 (2014-08-27)
Fabry disease is an X-linked recessive disorder caused by the loss of function of the lysosomal enzyme α-Galactosidase-A. Although two enzyme replacement therapies (ERTs) are commercially available, they may not effectively reverse some of the Fabry pathology. PRX-102 is a
K D Puri et al.
The Journal of biological chemistry, 268(22), 16378-16387 (1993-08-05)
The binding of winged bean basic agglutinin (WBA I) to 4-methylumbelliferyl (MeUmb) galactosides was examined by extrinsic fluorescence titration and stopped-flow spectrofluorimetry. Upon binding to WBA I, MeUmb alpha-galactosides show quenching in fluorescence intensity, decrease in UV absorbance with a
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