4-Methylumbelliferyl oleate is a fluorescent substrate for acidic and alkaline lipases (lipases). 4-Methylumbelliferyl oleate can be cleaved by lipase to release 4-Methylumbelliferyl (Ex/Em=320/450 nm).

Physicochemical Properties

Molecular Formula	C28H40O4
Molecular Weight	440.61
Exact Mass	440.293
CAS #	18323-58-5
PubChem CID	6436487
Appearance	White to off-white solid-liquid Mixture
Density	1.023g/cm3
Boiling Point	571.5ºC at 760mmHg
Melting Point	37-38ºC(lit.)
Flash Point	281.3ºC
Vapour Pressure	4.53E-13mmHg at 25°C
Index of Refraction	1.515
LogP	8.044
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	17
Heavy Atom Count	32
Complexity	607
Defined Atom Stereocenter Count	0
SMILES	CCCCCCCC/C=C\CCCCCCCC(=O)OC1=CC2=C(C=C1)C(=CC(=O)O2)C
InChi Key	NKQFKJYKCVDLPT-KHPPLWFESA-N
InChi Code	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-
Chemical Name	(4-methyl-2-oxochromen-7-yl) (Z)-octadec-9-enoate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro

4-Methylumbelliferyl (4-MU) oleate was used as a substrate to measure the inhibitory activity against pancreatic lipase. The composition of the reaction mixture was as follows: 5 µL of sample solution, 20 µL of McIlvane buffer (0.1 M citrate-Na2 HPO4, pH 7.4), and 50 µL of 0.1 mM 4-MU oleate. The reaction mixture was mixed with 25 µL of porcine pancreatic lipase, and the final volume was adjusted to 0.1 ml. Using a fluorescence multi-detection reader set to an excitation wavelength of 320 nm and an emission wavelength of 450 nm, the amount of 4-MU released by the lipase was measured after the mixture was incubated at 37 °C for 10 minutes[1].

References

[1]. Pancreatic lipase inhibitory activity of taraxacum officinale in vitro and in vivo. Nutr Res Pract. 2008 Winter;2(4):200-3. [2]. Study of the hydrolysis of 4-methylumbelliferyl oleate by acid lipase and cholesteryl oleate by acid cholesteryl esterase in human leucocytes, fibroblasts and liver. Biochim Biophys Acta. 1980 Apr 18;618(1):98-105.

Solubility Data

Solubility (In Vitro)

DMSO: 100 mg/mL (226.96 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (5.67 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 2.5 mg/mL (5.67 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (5.67 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.2696 mL	11.3479 mL	22.6958 mL
	5 mM	0.4539 mL	2.2696 mL	4.5392 mL
	10 mM	0.2270 mL	1.1348 mL	2.2696 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.