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Sigma-Aldrich

4-Methylumbelliferyl oleate

lipase substrate, ≥95% (HPCE), solid, suitable for fluorescence

Synonym(s):

Oleic acid 4-methylumbelliferyl ester

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About This Item

Empirical Formula (Hill Notation):
C28H40O4
CAS Number:
18323-58-5
Molecular Weight:
440.61
Beilstein/REAXYS Number:
4887028
EC Number:
242-210-7
MDL number:
MFCD00076095
UNSPSC Code:
12352204
PubChem Substance ID:
57652555
NACRES:
NA.21

product name

4-Methylumbelliferyl oleate, suitable for fluorescence, ≥95% (HPCE)

assay

≥95% (HPCE)

form

solid

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Oleate lipase activity in Gardnerella vaginalis and reconsideration of existing biotype schemes
Moncla BJ and Pryke KM
BMC Microbiology, 9(1), 78-78 (2009)
Lysosomal acid lipase in cultivated fibroblasts: characterization of enzyme activity in normal and enzymatically deficient cell lines.
B K Burton et al.
Clinica chimica acta; international journal of clinical chemistry, 101(1), 25-32 (1980-02-14)
Fluorometric assay for the hydrolytic activity of lipase using fatty acyl esters of 4-methylumbelliferone.
T J Jacks et al.
Analytical biochemistry, 21(2), 279-285 (1967-11-01)
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
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