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Merck
CN

61716

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:
Molecular Weight:
321.41
Beilstein:
1889084
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83
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Quality Level

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

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A Wyss et al.
Biotechnology and bioengineering, 93(1), 28-39 (2005-09-02)
A novel reactive perstraction system has been developed based on liquid-core capsules, involving an enzyme-catalyzed reaction coupled with simultaneous in situ product recovery. Lipase-catalyzed reactions, hydrolysis of triprionin and nitrophenyl laurate, were selected to test the system and demonstrate the
V Maurich et al.
Journal of chromatography, 566(2), 453-459 (1991-05-31)
Many assay procedures have been devised to measure lipolytic activity, but none is without problems. It is for this reason that new methods are still being proposed. In this work we have investigated the use of two esters of p-nitrophenol
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
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
K Itoyama et al.
Biotechnology progress, 10(2), 225-229 (1994-03-01)
Lipoprotein lipase (LPL) was covalently immobilized onto the surface of porous chitosan beads (ChB) without or with spacers of different lengths. The relative activity (RA) of the immobilized LPL was found to be high toward a small ester substrate, p-nitrophenyl

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