4-Methylumbelliferyl Oleate

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4-Methylumbelliferyl Oleate

4-Methylumbelliferyl Oleate | 18323-58-5

Catalog Number A18-0096
Category Fluorescent Enzyme Substrates
Molecular Formula C28H40O4
Molecular Weight 440.6
Catalog Number Size Price Quantity
A18-0096 -- $--

Product Introduction

4-Methylumbelliferyl oleate is a fluorogenic substrate for alkaline lipases.

Chemical Information

Synonyms 7-hydroxy-4-Methylcoumarin Oleate; 4-Methylumbelliferone Oleate; 4-MU Oleate; 4-MUO; 9Z-octadecenoic acid-4-methyl-2-oxo-2H-1-benzopyran-7-yl ester
Purity ≥98%
IUPAC Name (4-methyl-2-oxochromen-7-yl) (Z)-octadec-9-enoate
Canonical SMILES CCCCCCCCC=CCCCCCCCC(=O)OC1=CC2=C(C=C1)C(=CC(=O)O2)C
InChI InChI=1S/C28H40O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-27(29)31-24-19-20-25-23(2)21-28(30)32-26(25)22-24/h10-11,19-22H,3-9,12-18H2,1-2H3/b11-10-
InChI Key NKQFKJYKCVDLPT-KHPPLWFESA-N
Appearance Solid Powder
  • Product Specification
  • Application
Excitation 330 nm (pH 4.6), 370 nm (pH 7.4), 385 nm (pH 10.4)
Emission 445-454 nm
Storage Store at -20°C

4-Methylumbelliferyl Oleate, a fluorogenic substrate employed in biochemical research and diagnostic pursuits, holds a pivotal role in diverse applications.

Lipid Metabolism Studies: Central to studying lipase activity, 4-Methylumbelliferyl Oleate serves as a fundamental tool in various tissues. When subjected to lipases, it liberates a fluorescent compound, 4-methylumbelliferone, whose quantification aids in comprehending lipid digestion and metabolism. Additionally, this technique facilitates the screening for lipase inhibitors, shedding light on potential therapeutic targets in lipid-related disorders.

Microbial Identification: In the realm of microbiology, 4-Methylumbelliferyl Oleate plays a crucial role in identifying microorganisms producing specific hydrolases. Its integration into differential media allows for the differentiation of bacterial and fungal species based on their enzymatic signatures. This method, essential for clinical and environmental applications, enhances microbial detection and characterization, bolstering disease diagnosis and surveillance efforts.

Enzyme Kinetics: Researchers leverage 4-Methylumbelliferyl Oleate to delve into the kinetic profiles of esterases and lipases. By monitoring the fluorescence rate, scientists unravel crucial insights into enzyme activity, substrate binding affinity, and inhibitory effects. This data not only aids in deciphering enzyme mechanisms but also guides the development of potent pharmaceutical enzyme inhibitors, heralding advancements in therapeutic interventions targeting enzyme-related disorders.

Industrial Biotechnology: At the forefront of industrial biotechnology, 4-Methylumbelliferyl Oleate facilitates high-throughput screening for enzyme discovery and enhancement. Its unique fluorogenic properties enable automated assays for identifying novel biocatalysts with improved functionalities, expediting the development of enzymes for diverse industrial processes. From biofuel production to wastewater treatment, this application accelerates innovation in sustainable industrial practices, driving forward the frontier of biotechnological advancements.

Computed Properties

Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 17
Exact Mass 440.29265975 g/mol
Monoisotopic Mass 440.29265975 g/mol
Topological Polar Surface Area 52.6Ų
Heavy Atom Count 32
Formal Charge 0
Complexity 607
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Patents

Publication NumberTitlePriority Date
WO-2022263950-A1 Biological indicator with adjusted resistance characteristics 2021-06-16
CN-112755022-B Application of a 3-arylpyrazolone compound in the preparation of pancreatic lipase inhibitor 2020-12-30
WO-2022104388-A2 Formulations, methods, and pre-filled injection devices without fatty acid particles 2020-11-16
CN-111920726-A A kind of multi-effect quick scalp antipruritic composition, its preparation method and shampoo composition 2020-09-27
CN-111991303-A A plant extract composition with multi-target scalp oil control and antidandruff effect, its preparation method and scalp care composition 2020-09-27
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