
4-Methylumbelliferyl Palmitate | 17695-48-6
Catalog Number | A18-0102 |
Category | Fluorescent Enzyme Substrates |
Molecular Formula | C26H38O4 |
Molecular Weight | 414.6 |
Catalog Number | Size | Price | Quantity |
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A18-0102 | -- | $-- |
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Product Introduction
4-Methylumbelliferyl palmitate (4-MUP) is a fluorogenic substrate for lysosomal acid lypase (LAL). 4-MUP is cleaved by LAL to release the fluorescent moiety 4-MU.
Chemical Information |
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Synonyms | 4-MUP; 4-MU Palmitate; Palmitoyl 4-Methylumbelliferone; hexadecanoic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester |
Purity | ≥98% |
IUPAC Name | (4-methyl-2-oxochromen-7-yl) hexadecanoate |
Canonical SMILES | CCCCCCCCCCCCCCCC(=O)OC1=CC2=C(C=C1)C(=CC(=O)O2)C |
InChI | InChI=1S/C26H38O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-25(27)29-22-17-18-23-21(2)19-26(28)30-24(23)20-22/h17-20H,3-16H2,1-2H3 |
InChI Key | QKQVFFACWLFRRX-UHFFFAOYSA-N |
Appearance | White to Off-white Solid |
Melting Point | 75-77°C |
- Product Specification
- Application
Storage | Store at -20°C |
Signal | Warning |
GHS Hazard Statements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
Precautionary Statement Codes | P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
4-Methylumbelliferyl Palmitate, a fluorogenic substrate commonly utilized in various biochemical assays, offers a multitude of applications. Here are four key uses:
Lipase Activity Assays: Widely employed in measuring lipase activity in diverse biological samples, 4-Methylumbelliferyl Palmitate plays a pivotal role. As lipase enzymes catalyze the hydrolysis of the substrate, they release the fluorescent product 4-methylumbelliferone, enabling quantitative measurement. This application is essential not only in clinical diagnostics but also in research laboratories, shedding light on lipase function in metabolic disorders through a fluorescent lens.
Drug Screening: In the realm of pharmaceutical research, 4-Methylumbelliferyl Palmitate emerges as a valuable asset, facilitating the screening of potential lipase inhibitors. By monitoring the fluorescence intensity, researchers can gauge the effectiveness of candidate compounds in inhibiting lipase activity, paving the way for the discovery of novel therapeutic agents. This approach holds particular significance in conditions like obesity, where lipase inhibition stands as a sought-after therapeutic strategy, illuminating new paths in drug development.
Microbial Identification: Stepping into the realm of microbiology, 4-Methylumbelliferyl Palmitate finds its niche in identifying and distinguishing lipase-producing microorganisms. Cultures cultivated in the substrate’s presence unveil their lipase activity through the release of fluorescent 4-methylumbelliferone. This method offers a swift and effective means of characterizing microbial strains, catering to both research and industrial applications with a flourish of fluorescence.
Biochemical Research: An invaluable tool in basic biochemical research, 4-Methylumbelliferyl Palmitate assists in unraveling the kinetics and mechanisms of lipase enzymes. Through scrutinizing the rate of fluorescence escalation, scientists delve into enzyme activity, substrate specificity, and inhibition patterns, uncovering the intricate workings of lipid metabolism and enzyme function. These studies form the bedrock of our understanding, guiding the way forward in biochemical exploration.
Computed Properties | |
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Hydrogen Bond Donor Count | 0 |
Hydrogen Bond Acceptor Count | 4 |
Rotatable Bond Count | 16 |
Exact Mass | 414.27700969 g/mol |
Monoisotopic Mass | 414.27700969 g/mol |
Topological Polar Surface Area | 52.6Ų |
Heavy Atom Count | 30 |
Formal Charge | 0 |
Complexity | 539 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Covalently-Bonded Unit Count | 1 |
Compound Is Canonicalized | Yes |
Literatures
PMID | Publication Date | Title | Journal |
---|---|---|---|
22483793 | 2012-08-16 | A new method for the measurement of lysosomal acid lipase in dried blood spots using the inhibitor Lalistat 2 | Clinica chimica acta; international journal of clinical chemistry |
Patents
Publication Number | Title | Priority Date |
---|---|---|
WO-2022263950-A1 | Biological indicator with adjusted resistance characteristics | 2021-06-16 |
WO-2022164860-A1 | Materials and methods for the treatment of lysosomal acid lipase deficiency (lal-d) | 2021-01-27 |
WO-2022034498-A1 | Moving-front sterilization monitoring devices | 2020-08-12 |
WO-2021214595-A1 | Biological indicator with test microorganisms enveloped by wax composition | 2020-04-22 |
WO-2021186267-A1 | Immobilized ph indicator for biological indicator growth indication | 2020-03-17 |
Applications of Fluorescent Probes & Dyes
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