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61716

Sigma-Aldrich

4-Nitrophenyl dodecanoate

≥98.0% (GC)

Synonym(s):

4-Nitrophenyl laurate, Dodecanoic acid 4-nitrophenyl ester

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About This Item

Empirical Formula (Hill Notation):
C18H27NO4
CAS Number:
1956-11-2
Molecular Weight:
321.41
Beilstein:
1889084
EC Number:
217-796-2
MDL number:
MFCD00047730
UNSPSC Code:
12352204
PubChem Substance ID:
57651858
NACRES:
NA.83

Assay

≥98.0% (GC)

mp

~46 °C

solubility

chloroform: 1 g/10 mL, clear, colorless to faintly greenish-yellow

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCC(=O)Oc1ccc(cc1)[N+]([O-])=O

InChI

1S/C18H27NO4/c1-2-3-4-5-6-7-8-9-10-11-18(20)23-17-14-12-16(13-15-17)19(21)22/h12-15H,2-11H2,1H3

InChI key

YNGNVZFHHJEZKD-UHFFFAOYSA-N

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Application

4-Nitrophenyl dodecanoate has been used as a substrate:
  • for carboxylesterase to assess the enzyme-substrate affinity
  • in a chromogenic assay to evaluate lipase activity
  • to determine the esterase activity of patatin

Biochem/physiol Actions

4-Nitrophenyl dodecanoate is a p-nitrophenol ester derivative and serves as a typical model substrate in lipase assays.

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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Honglei Zhai et al.
Food & function, 7(8), 3382-3389 (2016-07-12)
The aim of this study was to investigate the effects of cereal soluble dietary fibres (SDFs), β-glucans (BG) from oat and barley as well as arabinoxylans (AX) from wheat and rye, on the lipolysis of p-nitrophenyl laurate (p-NP laurate). p-NP
M Elleder et al.
Virchows Archiv. A, Pathological anatomy and histopathology, 416(4), 357-365 (1990-01-01)
An extremely benign variant of cholesterol ester storage disease (CESD) was diagnosed in two female patients aged 43 and 56 years. In one of them the course was entirely subclinical until a stroke at the age of 47, most probably
Vladimír Mastihuba et al.
Analytical biochemistry, 309(1), 96-101 (2002-10-17)
We have developed a spectrophotometric assay for the quantitative determination of feruloyl esterase activity based on release of 4-nitrophenol from a novel substrate, 4-nitrophenyl ferulate in an emulsion of Triton X-100 in aqueous buffer solution. The release of 4-nitrophenol was
Honglei Zhai et al.
Food & function, 7(8), 3382-3389 (2016-07-12)
The aim of this study was to investigate the effects of cereal soluble dietary fibres (SDFs), β-glucans (BG) from oat and barley as well as arabinoxylans (AX) from wheat and rye, on the lipolysis of p-nitrophenyl laurate (p-NP laurate). p-NP
Shu Yang Sun et al.
Bioresource technology, 100(9), 2607-2612 (2009-01-23)
Rhizopus chinensis produces two lipases that catalyze ester synthesis when cultured under solid-state fermentation. The Lip2 was purified to homogeneity by ammonium sulphate precipitation, hydrophobic interaction chromatography and gel filtration chromatography. It has an apparent molecular weight of 33 kDa
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