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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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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
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Microbios, 76(306), 47-54 (1993-01-01)
4-Methylumbelliferyl-beta-D-galactoside and 4-methylumbelliferyl-beta-D-glucuronide were added to MacConkey broth and their diagnostic powers for total coliforms (TC) and Escherichia coli, respectively, were tested by membrane filtration at primary isolation. Examining water samples from different sources proved the usefulness of fluorogenic rather
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