CAS 66966-09-4

4-Methylumbelliferyl α-L-iduronide

Description:

4-Methylumbelliferyl α-L-iduronide is a synthetic chemical compound primarily used as a substrate in biochemical assays, particularly for the detection of iduronidase activity. It is a derivative of 4-methylumbelliferone, which is a fluorescent compound, making it useful in various enzymatic studies. The presence of the α-L-iduronide moiety allows it to be specifically cleaved by iduronidase, releasing the fluorescent 4-methylumbelliferone, which can be quantitatively measured. This property is particularly valuable in clinical diagnostics for lysosomal storage disorders, such as mucopolysaccharidosis type I. The compound is typically characterized by its solubility in water and organic solvents, and it exhibits fluorescence under UV light, facilitating its use in laboratory settings. Safety data sheets should be consulted for handling and storage guidelines, as with any chemical substance. Overall, 4-Methylumbelliferyl α-L-iduronide serves as an important tool in enzymology and medical research, aiding in the understanding of metabolic pathways and disease mechanisms.

Formula: C₁₆H₁₆O₉

InChI: InChI=1S/C16H16O9/c1-6-4-10(17)24-9-5-7(2-3-8(6)9)23-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-5,11-14,16,18-20H,1H3,(H,21,22)/t11-,12-,13+,14+,16+/m0/s1

InChI key: InChIKey=ARQXEQLMMNGFDU-ZHMBSYLPSA-N

SMILES: CC=1C=2C(=CC(O[C@@H]3O[C@@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]3O)=CC2)OC(=O)C1

Synonyms:

• 4-Methyl-2-oxo-2H-1-benzopyran-7-yl alpha-L-ido-pyranosiduronic acid
• 4-Methyl-2-oxo-2H-1-benzopyran-7-yl α-<span class="text-smallcaps">L</span>-idopyranosiduronic acid
• 4-Methylumbelliferyl iduronide
• 4-Methylumbelliferyl α-<span class="text-smallcaps">L</span>-idopyranosiduronic acid
• 4-Methylumbelliferyl α-<span class="text-smallcaps">L</span>-iduronide
• 4-methyl-2-oxo-2H-chromen-7-yl alpha-L-idopyranosiduronic acid
• alpha-L-Idopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl
• α-<span class="text-smallcaps">L</span>-Idopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl
• 4-Methylumbelliferyl α-L-iduronide
• 4-Methyl-2-oxo-2H-1-benzopyran-7-yl α-L-idopyranosiduronic acid
• α-L-Idopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl

4-Methylumbelliferyl-α-L-Iduronide

CAS: 66966-09-4

4-Methylumbelliferyl-α-L-Iduronide is a common substrate for α-L-iduronidase catalytic activity.

Formula: C₁₆H₁₆O₉

Color and Shape: Solid

Molecular weight: 352.29

Ref: TM-T36370

Hymecromone-alfa-L-Iduronide

CAS: 66966-09-4

Formula: C₁₆H₁₆O₉

Molecular weight: 352.29

Ref: 4Z-H-092003

4-Methylumbelliferyl α-L-iduronide (free acid)

CAS: 66966-09-4

4-Methylumbelliferyl α-L-iduronide (free acid)

Formula: C₁₆H₁₆O₉

Purity: By hplc: >97% (Typical Value in Batch COA)

Color and Shape: white powder

Molecular weight: 352.29g/mol

Ref: 54-BIM2044

4-Methylumbelliferyl a-L-idopyranosiduronic acid

CAS: 66966-09-4

Formula: C₁₆H₁₆O₉

Purity: ≥ 97.0%

Color and Shape: White to pale tan powder

Molecular weight: 352.3

Ref: 7W-GC3812

4-Methylumbelliferyl α-L-Iduronide (free acid)

Controlled Product

CAS: 66966-09-4

Stability Hygroscopic
Applications 4-Methylumbelliferyl α-L-Iduronide (free acid) is a fluorogenic substrate for α-L-iduronidase. This product form is the free acid, which offers a considerable weight for weight advantage over the 4-MU iduronide salt in terms of its application dose.
References Baxter, M.A., et al. 2002. Blood. 99: 1857-1859

Formula: C₁₆H₁₆O₉

Color and Shape: Neat

Molecular weight: 352.29

Ref: TR-M337643

4-Methylumbelliferyl a-L-idopyranosiduronic acid

CAS: 66966-09-4

4-Methylumbelliferyl a-L-idopyranosiduronic acid is an ester that is used as a marker for the identification of glycolipids. It is a fluorogenic substrate for alpha-L-iduronidase used as a marker for the diagnosis of autoimmune diseases, including diabetic neuropathy. 4-Methylumbelliferyl a-L-idopyranosiduronic acid has been shown to inhibit inflammation and cancer, although it is not currently approved for this use. The mechanism by which 4-methylumbelliferyl a-L-idopyranosiduronic acid inhibits inflammation may be due to its ability to block cation channels on the surface of cells, thereby preventing inflammatory mediators from entering cells.

Formula: C₁₆H₁₆O₉

Purity: Min. 97 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 352.29 g/mol

Ref: 3D-EM05276

4-Methylumbelliferyl-a-L-Iduronide Free Acid extrapure, 97%

CAS: 66966-09-4

Formula: C₁₆H₁₆O₉

Molecular weight: 352.3

Ref: SR-86338

4-Methylumbelliferyl α-L-Idopyranosiduronic Acid 2,4-Disulfate Trisodium Salt

Controlled Product

CAS: 66966-09-4

Applications Intermediate in the production of fluorogenic substrates for enzyme assays.

Formula: C₁₆H₁₃Na₃O₁₅S₂

Color and Shape: Neat

Molecular weight: 578.36

Ref: TR-M334710

Hymecromone-alfa-L-Iduronide

CAS: 66966-09-4

Formula: C₁₆H₁₆O₉

Molecular weight: 352.30

Ref: ST-EA-CP-H32004