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1084-76-0

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1084-76-0 Usage

General Description

N-(2,4-Dinitrophenyl)glycine is a chemical compound with the molecular formula C8H6N2O6. It is a derivative of glycine and contains a dinitrophenyl group, which makes it useful in the identification and quantification of amino acids. N-(2,4-Dinitrophenyl)glycine is commonly used as a reagent in the analysis of protein and amino acid composition by chromatography and spectrophotometry. It is also utilized in the determination of the redox potential of electron-transfer proteins and in the synthesis of peptide conjugates for targeted drug delivery. Additionally, N-(2,4-Dinitrophenyl)glycine has been studied for its potential use in pharmaceuticals and biotechnology research.

Check Digit Verification of cas no

The CAS Registry Mumber 1084-76-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,8 and 4 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1084-76:
(6*1)+(5*0)+(4*8)+(3*4)+(2*7)+(1*6)=70
70 % 10 = 0
So 1084-76-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H7N3O6/c12-8(13)4-9-6-2-1-5(10(14)15)3-7(6)11(16)17/h1-3,9H,4H2,(H,12,13)

1084-76-0 Well-known Company Product Price

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  • TCI America

  • (D1032)  N-(2,4-Dinitrophenyl)glycine  >98.0%(HPLC)(T)

  • 1084-76-0

  • 100mg

  • 190.00CNY

  • Detail
  • TCI America

  • (D1032)  N-(2,4-Dinitrophenyl)glycine  >98.0%(HPLC)(T)

  • 1084-76-0

  • 1g

  • 790.00CNY

  • Detail

1084-76-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(2,4-DINITROPHENYL)GLYCINE

1.2 Other means of identification

Product number -
Other names N-Dnp-glycine

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:1084-76-0 SDS

1084-76-0Relevant articles and documents

Effect of substituent on regioselectivity and reaction mechanism in aminolysis of 2,4-dinitrophenyl X-substituted benzenesulfonates

Um, Ik-Hwan,Hong, Jin-Young,Seok, Jin-Ah

, p. 1438 - 1444 (2005)

(Chemical Equation Presented) We report on a kinetic study for the nucleophilic substitution reactions of 2,4-dinitrophenyl X-substituted benzensulfonates (X = 4-MeO, 1a, and X = 4-NO2, 1c) with a series of primary amines in 80 mol % H2O/20 mol % DMSO at 25.0 °C. The reactions proceed through S-O and C-O bond fission pathways competitively. The fraction of the S-O bond fission increases as the attaching amine becomes more basic and the substituent X changes from 4-MeO to 4-NO2, indicating that the regioselectivity is governed by the electronic nature of the substituent X as well as the basicity of amines. The S-O bond fission has been suggested to proceed through an addition intermediate with a change in the rate-determining step (RDS) at pK°a = 8.9 ± 0.1. The electronic nature of the substituent X influences kNS-O and k1 values, but not the k2/k-1 ratios and the pK°a value significantly. Stabilization of the ground state (GS) through resonance interaction between the electron-donating substituent and the electrophilic center has been suggested to be responsible for the decreased reactivity of 1a compared to 1c. The second-order rate constants for the C-O bond fission exhibit no correlation with the electronic nature of the substituent X. The distance effect and the nature of the reaction mechanism have been suggested to be responsible for the absence of the correlation.

Properties of 2,4-dinitrophenyl derivatives of amino acids as analytical forms for high-performance liquid chromatography

Boichenko,Chernyshova,Kulikov,Loginova

, p. 957 - 963 (2011)

Dissociation constants of 2,4-dinitrophenyl derivatives of α-amino acids in micellar solutions of sodium dodecyl sulfate used as a micellar mobile phase in reversed-phase liquid chromatography were determined. The method of micellar liquid chromatography was used to determine the composition of polypeptide fractions of animal origin.

Efficient nucleophilic substitution reaction of aryl halides with amino acids under focused microwave irradiation

Cherng, Yie-Jia

, p. 8287 - 8289 (2000)

The nucleophilic substitution reaction of 2,4-dinitrofluorobenzene with amino acids was complete, under microwave iradiation, within 40 s with yields up to 93%, which are far superior to those obtained under conventional heating. (C) 2000 Elsevier Science Ltd.

RETRACTED ARTICLE: Sanger's Reagent Sensitized Photocleavage of Amide Bond for Constructing Photocages and Regulation of Biological Functions

Wei, Tingwen,Lu, Sheng,Sun, Jiahui,Xu, Zhijun,Yang, Xiao,Wang, Fang,Ma, Yang,Shi, Yun Stone,Chen, Xiaoqiang

supporting information, p. 3806 - 3813 (2020/03/10)

Photolabile groups offer promising tools to study biological processes with high spatial and temporal control. In the investigation, we designed and prepared several new glycine amide derivatives of Sanger's reagent and demonstrated that they serve as a new class of photocages for Zn2+ and an acetylcholinesterase (AChE) inhibitor. We showed that the mechanism for photocleavage of these substances involves initial light-driven cyclization between the 2,4-dinitrophenyl and glycine methylene groups to form acyl benzimidazole N-oxides, which undergo secondary photoinduced decarboxylation in association with rupture of an amide bond. The cleavage reactions proceed with modest to high quantum yields. We demonstrated that these derivatives can be used in targeted intracellular delivery of Zn2+, fluorescent imaging by light-triggered Zn2+ release, and regulation of biological processes including the enzymatic activity of carbonic anhydrase (CA), negative regulation of N-methyl-d-aspartate receptors (NMDARs), and pulse rate of cardiomyocytes. The successful proof-of-concept examples described above open a new avenue for using Sanger's reagent-based glycine amides as photocages for the exploration of complex cellular functions and signaling pathways.

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