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75164

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:
4887028
EC Number:
242-210-7
MDL number:
MFCD00076095
UNSPSC Code:
12352204
PubChem Substance ID:
57652555
NACRES:
NA.21
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Product Name

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

Quality Level

100

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[1]
  • to determine lipase activity[2]
  • as a substrate to evaluate pancreatic lipase inhibitory activity[3]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorogenic substrate for lipase[4]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3463
BCCK7519
BCCH0013
BCCJ0329
BCCF8781

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Study of the hydrolysis of 4-methylumbelliferyl oleate by acid lipase and cholesteryl oleate by acid cholesteryl esterase in human leucocytes, fibroblasts and liver.
J F Koster et al.
Biochimica et biophysica acta, 618(1), 98-105 (1980-04-18)
Ola Abdelhedi et al.
Marine drugs, 17(4) (2019-04-03)
In this study, the antihypertensive activity of Purafect®-smooth hound viscera protein hydrolysate (VPH) and its peptide fraction with molecular weight (MW) below 1 kDa (VPH-I) was investigated. In addition, the lipase inhibitory activity, as well the anticoagulant potential, in vitro
Thavaree Thilavech et al.
BMC complementary and alternative medicine, 19(1), 242-242 (2019-09-07)
Cyanidin-3-rutinoside (C3R), a naturally occurring anthocyanin, possesses anti-oxidant, anti-hyperglycemic, anti-glycation and cardioprotective properties. However, its mechanisms responsible for anti-hyperlipidemic activity have not been fully identified. The aim of the study was to investigate the lipid-lowering mechanisms of C3R through inhibition
T Imanaka et al.
Biochimica et biophysica acta, 665(2), 322-330 (1981-08-24)
An acid lipase was purified from rabbit liver lysosomes by, in sequence, osmotic treatment of the lysosomal fraction, Sephadex LH-20, DEAE-Sephadex A-50, Bio-Gel A-5m, hydroxyapatite and, finally, Sephadex G-200 column chromatography. The substrate was 4-methylumbelliferyl oleate. The enzyme was solubilized
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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