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72601-82-2 ,4-Methylumbelliferyl b-L-fucopyranose, CAS:72601-82-2

72601-82-2 ,4-Methylumbelliferyl b-L-fucopyranose,
CAS:72601-82-2
C16H18O7 / 322.31
MFCD00067660

4-Methylumbelliferyl b-L-fucopyranoside

4-甲基伞形酮-beta-L-吡喃岩藻糖苷

4-Methylumbelliferyl beta-L-fucopyranoside is a synthetic organic compound used to detect the activity of various enzymes. Its unique structure and specificity have made it a popular tool in biochemistry, molecular biology, and other related fields.

Physical and Chemical Properties:

The chemical formula of 4-Methylumbelliferyl beta-L-fucopyranoside is C16H18O8, and it has a molecular weight of 346.3 g/mol. It is a colorless to pale yellow powder with a melting point of 238-241 °C. The solubility of 4-Methylumbelliferyl beta-L-fucopyranoside is high in water and slightly soluble in organic solvents such as ethanol and methanol.

Synthesis and Characterization:

The synthesis of 4-Methylumbelliferyl beta-L-fucopyranoside involves coupling the fucose sugar to 4-methylumbelliferone via a glycosidic bond. The reaction is typically catalyzed by various enzymes or acids. The final product is purified using a series of chromatographic techniques, which yields a high purity and yield.

Analytical Methods:

The activity of enzymes such as alpha-L-fucosidases can be detected using 4-Methylumbelliferyl beta-L-fucopyranoside as a fluorogenic substrate. The enzymatic cleavage of the glycosidic bond between the fucose sugar and 4-methylumbelliferone results in the release of a blue fluorescent product, which can be detected using spectrophotometric methods.

Biological Properties:

4-Methylumbelliferyl beta-L-fucopyranoside can be used to detect the activity of various enzymes such as alpha-L-fucosidases and other glycosidases. These enzymes play a key role in the metabolism of carbohydrates and are used in various diagnostic and therapeutic applications.

Toxicity and Safety in Scientific Experiments:

Although the compound is generally considered safe, it is important to follow proper laboratory safety protocols when handling 4-Methylumbelliferyl beta-L-fucopyranoside. The compound should be handled with gloves and eye protection, and all waste should be properly disposed of.

Applications in Scientific Experiments:

4-Methylumbelliferyl beta-L-fucopyranoside is widely used in various diagnostic and therapeutic applications. Its unique specificity and sensitivity make it an ideal tool for detecting the activity of various enzymes in biological samples. The compound is used in various fields such as biochemistry, molecular biology, and other related fields.

Current State of Research:

The current state of research on 4-Methylumbelliferyl beta-L-fucopyranoside is focused on its potential applications in various fields such as diagnosis and therapy. New methods of synthesis and detection are being developed to improve its efficiency and sensitivity.

Potential Implications in Various Fields of Research and Industry:

The potential implications of 4-Methylumbelliferyl beta-L-fucopyranoside are vast, and it has potential applications in various fields such as biotechnology, medicine, and pharmaceuticals. It can be used as a diagnostic tool in the detection of certain genetic and metabolic disorders. It can also be used as a therapeutic agent in the treatment of certain diseases.

Limitations and Future Directions:

Although 4-Methylumbelliferyl beta-L-fucopyranoside has many potential applications, its limitations must also be considered. The compound has limited solubility in organic solvents and can be unstable in certain conditions. Future directions in research can focus on improving its stability and sensitivity, developing new methods of synthesis, and exploring new applications in various fields.

Future directions include utilizing 4-Methylumbelliferyl beta-L-fucopyranoside in drug discovery and development, as well as exploring its potential applications in other fields such as heparin, glycosylation, and cellular biology. Additionally, there is a growing focus on developing new methods of synthesis and identification using alternative biosensors and detection methods.

CAS Number72601-82-2
Product Name4-Methylumbelliferyl beta-L-fucopyranoside
IUPAC Name4-methyl-7-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-2-one
Molecular FormulaC16H18O7
Molecular Weight322.31 g/mol
InChIInChI=1S/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/t8-,13+,14+,15-,16+/m0/s1
InChI KeyCQKHENXHLAUMBH-NXPHAWEXSA-N
SMILESCC1C(C(C(C(O1)OC2=CC3=C(C=C2)C(=CC(=O)O3)C)O)O)O
Canonical SMILESCC1C(C(C(C(O1)OC2=CC3=C(C=C2)C(=CC(=O)O3)C)O)O)O
Isomeric SMILESC[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)OC2=CC3=C(C=C2)C(=CC(=O)O3)C)O)O)O
CAS No: 72601-82-2 Synonyms: 4-Methylumbelliferyl b-L-fucoside MDL No: MFCD00067660 Chemical Formula: C16H18O7 Molecular Weight: 322.31


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