CAS 106488-05-5

4-methylumbelliferyl A-L-*rhamnopyranoside

Description:

4-Methylumbelliferyl A-L-rhamnopyranoside is a synthetic glycoside commonly used as a substrate in biochemical assays, particularly for the detection of rhamnosidase enzymes. This compound features a 4-methylumbelliferone moiety, which is a fluorescent marker, linked to a rhamnopyranoside sugar unit. The presence of the rhamnose sugar enhances its specificity for certain enzymatic reactions, making it valuable in research and diagnostic applications. When cleaved by rhamnosidase, it releases the fluorescent 4-methylumbelliferone, allowing for easy quantification and visualization of enzyme activity. The compound is typically soluble in water and organic solvents, facilitating its use in various experimental conditions. Its stability and reactivity under physiological conditions make it a useful tool in enzymology and carbohydrate chemistry. Additionally, due to its fluorescent properties, it is often employed in studies involving cell biology and molecular biology, where tracking enzyme activity is crucial.

Formula: C₁₆H₁₈O₇

InChI: InChI=1/C16H18O7/c1-7-5-12(17)23-11-6-9(3-4-10(7)11)22-16-15(20)14(19)13(18)8(2)21-16/h3-6,8,13-16,18-20H,1-2H3

SMILES: Cc1cc(=O)oc2cc(ccc12)OC1C(C(C(C(C)O1)O)O)O

Synonyms:

• 4-methyl-2-oxo-2H-chromen-7-yl 6-deoxyhexopyranoside

4-Methylumbelliferyl α-L-rhamnopyranoside

CAS: 106488-05-5

4-Methylumbelliferyl α-L-rhamnopyranoside

Molecular weight: 322.30991g/mol

Ref: 54-BICL2408

4-Methylumbelliferyl α-L-rhamnopyranoside

CAS: 106488-05-5

Ref: 7W-GC6550

4-Methylumbelliferyl-alpha-L-rhamnopyranoside

CAS: 106488-05-5

4-Methylumbelliferyl-alpha-L-rhamnopyranoside is a fluorogenic substrate for alpha-L-rhamnosidase. After enzymatic cleaveage, free 4-methylumbelliferone (also known as hymecromone) is released, exhibiting blue fluorescence upon excitation with UV light. The strongest fluorescence of 4-methylumbelliferone requires deprotonation of the hydroxyl group (thus requires alkaline pH), with a maximal fluorescence intensity obtained with excitation at 350 to 370 nm and emission at 440 to 470 nm. The use of 4-methylumbelliferyl-alpha-L-rhamnopyranosideas a substrate for measuring the alpha-L-rhamnosidase activity is used for detection of bacterial infection.

Formula: C₁₆H₁₈O₇

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 322.32 g/mol

Ref: 3D-EM05131

4-Methylumbelliferyl-α-L-rhamnopyranoside

CAS: 106488-05-5

4-Methylumbelliferyl-alpha-L-rhamnopyranoside is a fluorogenic substrate used in enzyme assays. It is a substrate of the enzyme beta-galactosidase, which catalyzes the hydrolysis of terminal galactose residues from polysaccharides and glycoproteins. The fluorescent product 4-methylumbelliferone (4MU) is formed by cleavage of the terminal galactose residue and can be measured spectrophotometrically at 360 nm. 4-Methylumbelliferone has been used for chemiluminescent detection in immunoassays and as a substrate for bioluminescence reactions.

Formula: C₁₆H₁₈O₇

Purity: Min. 98.0 Area-%

Molecular weight: 322.32 g/mol

Ref: 3D-M-6185