75164

Sigma-Aldrich

4-Methylumbelliferyl oleate

suitable for fluorescence, ≥95% (HPCE)

Synonym(s):
Oleic acid 4-methylumbelliferyl ester
Empirical Formula (Hill Notation):
C28H40O4
CAS Number:
Molecular Weight:
440.61
Beilstein/REAXYS Number:
4887028
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

≥95% (HPCE)

storage condition

protect from light
under inert gas

mp

37-38 °C (lit.)

solubility

2-methoxyethanol: soluble
DMSO: soluble
chloroform: soluble

fluorescence

λex 312 nm in methanol
λex 327 nm; λem 449 nm in 0.1 M phosphate pH 7.0 (lipase)

suitability

suitable for fluorescence

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCCCCCC\C=C/CCCCCCCC(=O)Oc1ccc2C(C)=CC(=O)Oc2c1

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

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Application

4-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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorogenic substrate for lipase

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
K K Eklund et al.
Biochemical and biophysical research communications, 177(1), 235-242 (1991-05-31)
The anterior pituitary hormone adrenocorticotrophin (ACTH) has been extensively studied in terms of structure-function relationships and in vivo and in vitro activities of different synthetic fragments of ACTH have been characterized. Here we describe the ability of synthetic fragments of...
T J Van Berkel et al.
Biochimica et biophysica acta, 617(3), 446-457 (1980-03-21)
(1) Parenchymal and non-parenchymal cells were isolated from rat liver. The characteristics of acid lipase activity with 4-methylumbelliferyl oleate as substrate and acid cholesteryl esterase activity with cholesteryl[1-14C]oleate as substrate were investigated. The substrates were incorporated in egg yolk lecithin...
Non-flavonoid phenolics from Averrhoa carambola fresh fruit
Jia X, et al.
Journal of functional foods, 32(1), 419-425 (2017)
N Bitou et al.
Lipids, 34(5), 441-445 (1999-06-24)
The possible presence of an inhibitor of pancreatic lipase (triacylglycerol acylhydrolase, EC 3.1.1.3) was screened in 54 marine algae. An active inhibitor, caulerpenyne, was purified from an extract of Caulerpa taxifolia, using ethyl acetate extraction, followed by successive chromatographies on...
M L Armstrong et al.
The American journal of pathology, 125(2), 339-348 (1986-11-01)
The authors studied xanthomatous skin in cholesterol-fed rabbits for changes in lipid content and in activities of enzymes regulating intracellular lipid content. After 80 days of hypercholesterolemic diet, xanthomas were widespread and changes in lipid metabolism were marked. In both...

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