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830-03-5

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830-03-5 Usage

Chemical Properties

off-white or beige powder

Uses

Different sources of media describe the Uses of 830-03-5 differently. You can refer to the following data:
1. 4-Nitrophenyl Acetate have been used as a substrate to study for the enzymatic activity of Carbonic Anhydrase III isolated from bovine skeletal muscle.
2. 4-Nitrophenyl acetate is used with iodoacetic acid for reductive cleavage of methionine-containing peptides. It is also used as a substrate that has been used in assays for esterase and lipase activity. Inorganic complexes have been evaluated for their methanolysis or hydrolysis activity using p-nitrophenyl acetate.

Definition

ChEBI: An acetate ester resulting from the formal condensation of the hydroxy group of 4-nitrophenol with the carboxy group of acetic acid.

Synthesis Reference(s)

Synthesis, p. 991, 1981 DOI: 10.1055/s-1981-29674

Purification Methods

Recrystallise the ester from absolute EtOH [Moss et al. J Am Chem Soc 108 5520 1986]. [Beilstein 6 IV 1298.]

Check Digit Verification of cas no

The CAS Registry Mumber 830-03-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,3 and 0 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 830-03:
(5*8)+(4*3)+(3*0)+(2*0)+(1*3)=55
55 % 10 = 5
So 830-03-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H7NO4/c1-6(10)13-8-4-2-7(3-5-8)9(11)12/h2-5H,1H3

830-03-5 Well-known Company Product Price

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  • CAS number
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  • Alfa Aesar

  • (L00314)  4-Nitrophenyl acetate, 98+%   

  • 830-03-5

  • 10g

  • 227.0CNY

  • Detail
  • Alfa Aesar

  • (L00314)  4-Nitrophenyl acetate, 98+%   

  • 830-03-5

  • 50g

  • 674.0CNY

  • Detail

830-03-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-nitrophenyl acetate

1.2 Other means of identification

Product number -
Other names Acetic acid, 4-nitrophenyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:830-03-5 SDS

830-03-5Relevant articles and documents

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Kunitake,T. et al.

, p. 1509 - 1515 (1974)

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Hogg et al.

, p. 1590,1591 (1978)

-

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Polgar,Bender

, p. 136 (1969)

-

-

Marini,Hess

, p. 5160,5165 (1960)

-

Protonic Reorganization in Catalysis by Serine Proteases: Acylation by Small Substrates

Quinn, Daniel M.,Elrod, James P.,Ardis, Robert,Friesen, Paul,Schowen, Richard L.

, p. 5358 - 5365 (1980)

The pH (pD)-rate profiles for acylation of α-lytic protease in protium and deuterium oxides by p-nitrophenyl acetate show pK values of 5.92 and 6.60, well below the enzyme ionization pK values of 6.70 and 7.35.This is attributed to a pH-induced change in the rate-determining step.The data are consistent with an initial acylation of active-site histidine (protolytically assisted, kH/kD = 2.4), followed by an intramolecular N -> O acyl shift to active-site serine by parallel specific-acid-catalyzed (kH/kD = 0.5) and general-acid-catalyzed (kH/kD = 2) routes.The magnitude of pK(D2O) - pK(H2O) and a proton inventory of the general-acid-catalyzed N -> O acyl shift both suggest that deprotonation of α-lytic protease generates an unusual protonic site with a "loosely bound" proton.The β-deuterium isotope effect, k3H/k3D = 0.98, for the same step confirms nucleophilic interaction at carbonyl in the transition state.An abbreviated proton inventory for acylation of α-chymotrypsin by p-nitrophenyl acetate is consistent with a "loosely bound" proton there also.A proton inventory for acylation of elastase by N-(carbobenzyloxy)-L-alanine p-nitrophenyl ester is linear, suggesting one-proton catalysis and indicating that if "loosely bound" reactant-state protons are present, they are catalytically silent.The general picture, from this work and that of others, is that the catalytic response of serine proteases to small, "unnatural" substrates is highly variable, both in site of nucleophilic attack and involvement of protolytic catalysis.Probably mutual transition-state interactions over an extended region of both enzyme and natural-substrate structure are required to bring into active function the full catalytic capability with which the serine proteases have been endowed by biological evolution.

Efficient Assay for the Detection of Hydrogen Peroxide by Estimating Enzyme Promiscuous Activity in the Perhydrolysis Reaction

Wilk, Monika,Ostaszewski, Ryszard

, p. 1464 - 1469 (2021/02/01)

Hydrogen peroxide is an ideal oxidant in view of its availability, atom economy, or green aspects. Furthermore, it is produced by the cell mitochondria and plays a meaningful role in controlling physiological processes, but its unregulated production leads to the destruction of organs. Due to its diverse roles, a fast and selective method for hydrogen peroxide detection is the major limitation to preventing the negative effects caused by its excess. Therefore, we aimed to develop an efficient assay for the detection of H2O2. For this purpose, we combined the enzymatic method for the detection of hydrogen peroxide with the estimation of the promiscuity of various enzymes. We estimated the activity of an enzyme in the reaction of p-nitrophenyl esters with hydrogen peroxide resulting in the formation of peracid. To our knowledge, there is no example of a simple, multi-sensor demonstrating the promiscuous activity of an enzyme and detecting hydrogen peroxide in aqueous media.

PRODRUGS OF THE TYROSINE KINASE INHIBITOR FOR TREATING CANCER

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Paragraph 00144-00145, (2021/03/05)

There are provided compounds of Formula (I), and pharmaceutically acceptable salts and esters thereof, and pharmaceutical compositions thereof, useful for inhibition or modulation of the activity of tyrosine kinases and treatment of disease states or conditions mediated by tyrosine kinases, including cancers. (I)

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