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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:
Molecular Weight:
440.61
Beilstein:
4887028
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
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 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

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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Non-flavonoid phenolics from Averrhoa carambola fresh fruit
Jia X, et al.
Journal of functional foods, 32(1), 419-425 (2017)
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
Oleate lipase activity in Gardnerella vaginalis and reconsideration of existing biotype schemes
Moncla BJ and Pryke KM
BMC Microbiology, 9(1), 78-78 (2009)
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
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)

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