4-Methylumbelliferyl oleate

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4-Methylumbelliferyl oleate manufacturers

4-Methylumbelliferyl oleate Basic information
Product Name:4-Methylumbelliferyl oleate
Synonyms:OLEIC ACID-4-METHYLUMBELLIFERYL ESTER;4-MU-OLEATE;4-methyl-2-oxo-2H-1-benzopyran-7-yl oleate;4-METHYLUMBELLIFERYL OLEATE, FOR FLUORES CENCE;4-MethylumbelliferylOleateA.R.;(9Z)-9-Octadecenoic Acid 4-Methyl-2-oxo-2H-1-benzopyran-7-yl Ester;(Z)-9-Octadecenoic acid (4-methyl-2-oxo-2H-1-benzopyran-7-yl) ester;(Z)-9-Octadecenoic acid 4-methyl-2-oxo-2H-1-benzopyran-7-yl ester
CAS:18323-58-5
MF:C28H40O4
MW:440.61
EINECS:242-210-7
Product Categories:substrate;Substrates;Fluorescent Labels and Indicators;Carbohydrates & Derivatives;Fluorescent Labels & Indicators;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:18323-58-5.mol
4-Methylumbelliferyl oleate Structure
4-Methylumbelliferyl oleate Chemical Properties
Melting point 37-38 °C (lit.)
Boiling point 471.81°C (rough estimate)
density 1.023
refractive index 1.4840 (estimate)
Fp 281.3℃
storage temp. -20°C
solubility 2-methoxyethanol: soluble
form Solid
color Colorless to Pale Yellow Oil
AppearanceSolid Powder
BRN 4887028
InChI1S/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-
InChIKeyNKQFKJYKCVDLPT-KHPPLWFESA-N
SMILESCCCCCCCC\C=C/CCCCCCCC(=O)Oc1ccc2C(C)=CC(=O)Oc2c1
CAS DataBase Reference18323-58-5(CAS DataBase Reference)
Safety Information
WGK Germany 3
8-10
HS Code 29322090
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
4-Methylumbelliferyl oleate Usage And Synthesis
Description4-Methylumbelliferyl (4-MU) oleate is a fluorogenic substrate for acid and alkaline lipases. It is cleaved by lipases, liberating 4-MU, which has an emission maximum at 445-454 nm. The excitation maximum for 4-MU is pH-dependent: 330, 370, and 385 nm at pH 4.6, 7.4, and 10.4, respectively.
Chemical PropertiesColourless Oil
Uses4-Methylumbelliferyl oleate can act as Fatty acyl esters for use as fluorogenic substrates to continuously follow the hydrolytic activity of carboxylesterases, such as acid and alkaline lipases.
UsesFluorogenic substrate for lipases.
Uses4-Methylumbelliferyl oleate has been used:
  • as a substrate to assay the activity of non-specific esterases
  • to determine lipase activity
  • as a substrate to evaluate pancreatic lipase inhibitory activity

References[1] M L ARMSTRONG. Lipid metabolism in xanthomatous skin of hypercholesterolemic rabbits.[J]. American Journal of Pathology, 1986, 125 2: 339-348.
[2] BERNARD J MONCLA K M P. Oleate lipase activity in Gardnerella vaginalis and reconsideration of existing biotype schemes.[J]. ACS Applied Energy Materials, 2009: 78. DOI: 10.1186/1471-2180-9-78
[3] AKIHIRO OGAWA. Lactobacillus gasseri SBT2055 suppresses fatty acid release through enlargement of fat emulsion size in vitro and promotes fecal fat excretion in healthy Japanese subjects.[J]. Lipids in Health and Disease, 2015, 14: 20. DOI: 10.1186/s12944-015-0019-0
Excitation / Emission Maximum330 nm (pH 4.6), 370 nm (pH 7.4), 385 nm (pH 10.4)/445-454 nm
4-Methylumbelliferyl oleate Preparation Products And Raw materials
Raw materials7H-1-Benzopyran-7-one, 2-hydroxy-4-methyl--->Oleic acid
Tag:4-Methylumbelliferyl oleate(18323-58-5) Related Product Information
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