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4-Methylumbelliferyl-α-D-galactopyranoside (4-Methylumbelliferyl-α-D-galactopyranoside; 4MU-α-Gal)

Cat No.:V67126 Purity: ≥98%
4-Methylumbelliferyl-α-D-galactopyranoside (4MU-α-Gal) is a blue fluorescent substrate of α-galactosidase A (GLA).
4-Methylumbelliferyl-α-D-galactopyranoside (4-Methylumbelliferyl-α-D-galactopyranoside; 4MU-α-Gal)
4-Methylumbelliferyl-α-D-galactopyranoside (4-Methylumbelliferyl-α-D-galactopyranoside; 4MU-α-Gal) Chemical Structure CAS No.: 38597-12-5
Product category: Fluorescent Dye
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
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Product Description
4-Methylumbelliferyl-α-D-galactopyranoside (4MU-α-Gal) is a blue fluorescent substrate of α-galactosidase A (GLA). 4-Methylumbelliferyl-α-D-galactopyranoside will form two products, galactose and fluorescent 4MU, after being cleaved by GLA.
4-Methylumbelliferyl-α-D-galactopyranoside (4MU-α-Gal) (CAS#: 38597-12-5) is a synthetic fluorogenic substrate for α-galactosidase. It has a molecular weight of 338.31-338.312 g/mol and a molecular formula of C₁₆H₁₈O₈. The compound features a galactopyranoside moiety linked to a 4-methylumbelliferone core. Upon cleavage by α-galactosidase, the glycosidic bond between the galactose and 4-MU moieties is hydrolyzed, releasing free galactose and the fluorescent 4-methylumbelliferone (4-MU). The compound yields a blue fluorescent solution upon cleavage. It is used to characterize novel α-galactosidases and to detect α-galactosidase activity.
Biological Activity I Assay Protocols (From Reference)
Targets
4-Methylumbelliferyl-α-D-galactopyranoside targets α-galactosidase (α-Gal A), an enzyme that hydrolyzes the glycosidic bond between galactose and various substrates. The compound serves as a fluorogenic substrate for this enzyme, releasing a fluorescent product upon enzymatic cleavage.
ln Vitro
The wavelength of emission for 4-Methylumbelliferyl-α-D-galactopyranoside (4MU-α-Gal) is 440 nm, while the wavelength of excitation is 365 nm [1].
The in vitro activity of this compound is its function as a fluorogenic substrate for α-galactosidase. Upon enzymatic cleavage by α-galactosidase, the substrate releases 4-methylumbelliferone (4-MU), a blue fluorescent molecule. The fluorescence can be quantified, enabling the sensitive and quantitative measurement of α-galactosidase activity. The compound is used to characterize novel α-galactosidases and to study enzyme function.
ln Vivo
4-Methylumbelliferyl-α-D-galactopyranoside is not used as a therapeutic agent. Its in vivo utility is limited to research applications involving the measurement of α-galactosidase activity in biological samples. The compound is not intended for systemic therapeutic use.
Enzyme Assay
In vitro enzyme assays for this compound involve incubating the fluorogenic substrate with α-galactosidase enzyme preparations in appropriate buffer conditions. The enzyme cleaves the substrate, releasing 4-methylumbelliferone (4-MU), which is measured fluorimetrically. The fluorescence intensity is proportional to α-galactosidase activity.
Cell Assay
For in vitro cellular experiments, this compound is typically used in cell-free systems for enzyme activity assays. The substrate can be added to cell lysates or purified enzyme preparations to assess α-galactosidase activity. The fluorogenic readout provides a sensitive and quantitative measure of enzyme activity.
Animal Protocol
In vivo animal experiments with this compound are not typically performed, as the compound is used as an in vitro enzyme substrate. However, the substrate can be used to measure α-galactosidase activity in samples collected from animal models.
ADME/Pharmacokinetics
Pharmacokinetic properties of this compound have not been characterized, as it is a research-use enzyme substrate rather than a drug candidate. The compound has a molecular weight of 338.31-338.312 g/mol and should be stored under appropriate conditions, protected from light.
Toxicity/Toxicokinetics
Toxicological data for this compound has not been systematically evaluated, as it is intended for research applications only and not for therapeutic use. Standard laboratory safety precautions should be observed when handling this chemical reagent.
References

[1]. High throughput screening for inhibitors of alpha-galactosidase. Curr Chem Genomics. 2010 Dec 3;4:67-73.

Additional Infomation
4-Methylumbelliferone α-D-galactoside is an α-D-galactoside with a 4-methylumbelliferone substituent attached to its anomeric carbon atom. It is a chromogenic compound belonging to the coumarin class, and is an α-D-galactoside and monosaccharide derivative. Its function is similar to that of 4-methylumbelliferone.
4-Methylumbelliferyl-α-D-galactopyranoside (4MU-α-Gal) is a fluorogenic substrate for α-galactosidase that releases blue fluorescent 4-MU upon cleavage. It is used to characterize novel α-galactosidases and has no clinical or therapeutic applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H18O8
Molecular Weight
338.31
Exact Mass
338.1
CAS #
38597-12-5
PubChem CID
2733788
Appearance
White to off-white solid powder
Density
1.5±0.1 g/cm3
Boiling Point
626.9±55.0 °C at 760 mmHg
Melting Point
171-173ºC
Flash Point
233.9±25.0 °C
Vapour Pressure
0.0±1.9 mmHg at 25°C
Index of Refraction
1.641
LogP
-0.46
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
3
Heavy Atom Count
24
Complexity
506
Defined Atom Stereocenter Count
5
SMILES
CC1=CC(=O)OC2=C1C=CC(=C2)O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O
InChi Key
YUDPTGPSBJVHCN-CHUNWDLHSA-N
InChi Code
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
Chemical Name
4-methyl-7-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 33.33 mg/mL (98.52 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.39 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.9559 mL 14.7793 mL 29.5587 mL
5 mM 0.5912 mL 2.9559 mL 5.9117 mL
10 mM 0.2956 mL 1.4779 mL 2.9559 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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