1956-06-5

Usage

Uses

Used in Biochemical Research:
P-Nitrophenyl propionate is used as a chromogenic substrate for the assay of esterase enzymes, facilitating the detection and measurement of these enzymes' activity levels in biological samples.
Used in Lipase Activity Studies:
In the study of lipase activity, P-Nitrophenyl propionate serves as a substrate that, upon enzymatic action, releases p-nitrophenol, a compound that can be easily quantified, thus allowing for the assessment of lipase activity.
Used in the Production of Esters:
P-Nitrophenyl propionate is utilized in the synthesis of esters, which are compounds with diverse applications in industries such as pharmaceuticals, fragrances, and flavorings.
Used in Industrial Applications:
The esters produced using P-Nitrophenyl propionate are employed in various industrial applications, including the manufacturing of plastics, coatings, and other chemical products.
Used in Safety and Health Considerations:
As a potential sensitizing agent, P-Nitrophenyl propionate is used to inform safety protocols and material safety data sheets, ensuring that appropriate precautions are taken to prevent skin and eye irritation during its handling and use in research and industrial settings.

InChI:InChI=1/C9H9NO4/c1-2-9(11)14-8-5-3-7(4-6-8)10(12)13/h3-6H,2H2,1H3

Upstream product

• 100-02-7 4-nitro-phenol 
• 79-03-8 propionyl chloride 
• 123-62-6 propionic acid anhydride 
• 802294-64-0 propionic acid 
• 637-27-4 phenyl propionate 
• 108-95-2 phenol 
• 777-84-4 chloroacetic acid 4-nitrophenyl ester 
• 107-18-6 allyl alcohol 
• 430-71-7 propionyl fluoride 

Downstream Products

• 100-02-7 4-nitro-phenol 
• 10601-63-5 N-(isopropyl)propionamide 
• 1118-32-7 N-tert-butylpropionamide 
• 2955-67-1 N-butylpropionamide 
• 5827-73-6 Propionsaeure-N-sek.-butylamid 
• 14609-74-6 p-nitrophenolate 
• 55536-07-7 4-aminophenyl propionate 
• 72-03-7 propanoate 
• 802294-64-0 propionic acid 
• 137-40-6 sodium proprionate 
• 824-78-2 4-nitrophenol sodium salt 
• 554-12-1 propanoic acid methyl ester 
• 612825-10-2 3-(4'-methoxyphenyl)-hexane-2,4-dione 
• 612825-11-3 4-(4'-methoxyphenyl)-heptane-3,5-dione 

Relevant academic research and scientific papers

Comparison of the kinetic specificity of subtilisin and thiolsubtilisin toward n-alkyl p-nitrophenyl esters.

The p-nitrophenyl esters of straight-chain fatty acids were used as substrates of the enzyme subtilisin Novo (EC 3.4.4.16) and its chemically produced artificial enzyme thiolsubtilisin. Subtilisin and thiolsubtilisin pH--activity profiles were determined, and kinetic effects of the active site O-S substitution were observed. Among the substrates tested, both enzymes show highest specificity with p-nitrophenyl butyrate. It was also found that subtilisin is more sensitive to changes in substrate chain length than is thiolsubtilisin. Second-order acylation rate constants (k2/Ks) are remarkably similar for both enzymes. However, thiolsubtilisin deacylation rate constants and Km values are lower than analogous subtilisin constants. While thiolsubtilisin deacylation rate constants give a pH profile identical with that of subtilisin, the pH profile of thiolsubtilisin acylation rate constants shows an active site pK value lowered from the subtilisin pK of 7.15 and exhibits an inflection point at pH 8.45, which is absent in subtilisin.

Carboxylic Acid Deoxyfluorination and One-Pot Amide Bond Formation Using Pentafluoropyridine (PFP)

This work describes the application of pentafluoropyridine (PFP), a cheap commercially available reagent, in the deoxyfluorination of carboxylic acids to acyl fluorides. The acyl fluorides can be formed from a range of acids under mild conditions. We also demonstrate that PFP can be utilized in a one-pot amide bond formation via in situ generation of acyl fluorides. This one-pot deoxyfluorination amide bond-forming reaction gives ready access to amides in yields of ≤94%.

How much does the hybridization of a carbon atom affect the transmission of the substituent effect on the chemical shift?

1H and 13C NMR spectra of aryl esters of propionic acid, acrylic acid, and propiolic acid were systematically examined to find out the substituent effect on the chemical shift. The values of the chemical shift of the carbonyl carbon showed an inverse correlation with the Hammett ?3 values, and the magnitude of the slope was the largest with the propiolates. The ?± carbons of acrylates and propiolates also showed an inverse correlation with much smaller values of the slopes than those of the carbonyl carbons; but those of the propionates showed absolutely no correlation. However, the ?2 carbons of acrylates and propiolates showed normal correlation with larger values of the slopes. The signs and the magnitudes of the slopes may be understood by the transmission of the substituent electronic effect through bonds as well as through space. The propiolyloxy group also showed a significantly large effect on the 13C chemical shift values of the benzene ring.

Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines

Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported.

Ruthenium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols

An efficient methodology to access benzoate derivatives via tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols catalyzed by ruthenium/NHC was developed. This operationally simple one-pot process uses O2 as the clean oxidant, producing esters in good to excellent yields.

Palladium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols

A palladium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols to access aryl benzoate derivatives is described. The procedure tolerates a series of functional groups, such as methoxy, nitro, cyano, chloro, fluoro and bromo groups. Thus, it represents a practically alternative method to access aryl benzoate derivatives.

The urea-dipeptides show stronger H-bonding propensity to nucleate β-sheetlike assembly than natural sequence

In this article, we report the distinct solution behavior of a set of urea-dipeptides to that of natural sequence. The urea-dipeptides adopt β-folding conformations and form into β-sheetlike assembly in chloroform. Most surprisedly, the urea-dipeptides tend to form interpeptide H-bonding interactions even at a concentration of as low as 0.1 mM, while the natural sequence shows H-bonding propensity at a concentration of about 7 mM, indicating that the urea-dipeptides show much stronger H-bonding propensity to nucleate formation of β-sheetlike assembly than the natural sequence. CD spectra reveal that the investigated urea-dipeptides have two negative CD bands, respectively, around 217 nm and 224 nm, supporting the β-folding conformations and in turn formation of β-sheetlike assembly. The β-sheetlike assembly is also confirmed by the XRD reflections, which give two typical d-spacings of 12.7 and 4.8 A?, respectively, corresponding to stacking periodicity of the β-sheets and the spacing between peptide backbones running orthogonal to the β-sheet axis.

Erbium(III) chloride: A very active acylation catalyst

Erbium(iii) chloride is a powerful catalyst for the acylation of alcohols and phenols. The reaction works well for a large variety of simple and functionalized substrates by using different kinds of acidic anhydrides (Ac 2O, (EtCO)2O, (PriCO)2O, (Bu tCO)2O, and (CF3CO)2), without isomerization of chiral centres. Moreover, the catalyst can be easily recycled and reused without significant loss of activity. CSIRO 2007.

PEPTIDIC THROMBIN INHIBITOR COMPOUND

The present invention relates to a novel thrombin inhibitor compound which has a good inhibitory effect against thrombosis and can be orally administered, a process for preparing the same, and to a composition for the therapeutic and/or prophylactic treatment of various diseases associated with thrombin inhibition mechanism, which comprises the same as an active ingredient.

Erbium(III) triflate as an extremely active acylation catalyst

Erbium(III) triflate is a powerful catalyst for the acylation of alcohols and phenols. The reaction works well for a large variety of simple and functionalized substrates by using different kinds of acidic anhydrides {Ac 2O, (EtCO)2O, [(CH3)3CO] 2O, Bz2O, and (CF3CO)2O} without isomerisation of chiral centres. Moreover, the catalyst can be easily recycled and reused without significant loss of activity.