1655-52-3

Basic information

• Product Name: N-(2,4-DINITROPHENYL)-L-ALANINE
• Synonyms: DNP-L-ALANINE;N-(2,4-DINITROPHENYL)-L-ALANINE;N-2,4-DNP-L-ALANINE;N-DNP-L-ALANINE;Dnp-Ala-OH;DNP-L-Alanine 2,4-Dinitrophenyl-L-alanine;N-2-4-dnp-L-alanine crystalline;(S)-2-[(2,4-Dinitrophenyl)amino]propanoic acid
• CAS NO: 1655-52-3
• Molecular Formula: C₉H₉N₃O₆
• Molecular Weight: 255.18
• EINECS: 216-739-9
• Product Categories: Amino Acids;Amino Acids (N-Protected);Biochemistry;DNP-Amino Acids
• Mol File: 1655-52-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 179 °C
• Boiling Point: 507°Cat760mmHg
• Flash Point: 260.4°C
• Appearance: /
• Density: 1.589g/cm³
• Vapor Pressure: 4.23E-11mmHg at 25°C
• Refractive Index: 143.5 ° (C=0.5, 1mol/L NaOH)
• Storage Temp.: −20°C
• Solubility: soluble in Methanol
• PKA: 3?+-.0.10(Predicted)
• CAS DataBase Reference: N-(2,4-DINITROPHENYL)-L-ALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,4-DINITROPHENYL)-L-ALANINE(1655-52-3)
• EPA Substance Registry System: N-(2,4-DINITROPHENYL)-L-ALANINE(1655-52-3)

Safety Data

• RIDADR: 1325
• WGK Germany: 3
• HazardClass: 4.1
• PackingGroup: II
• Hazardous Substances Data: 1655-52-3(Hazardous Substances Data)

Usage

General Description

N-(2,4-Dinitrophenyl)-L-alanine, also known as DNP-L-alanine, is a chemical compound that consists of a dinitrophenyl group attached to the L-alanine amino acid. It is primarily used as a reagent for detecting and quantifying amino acids in biological samples through the process of chromatography. The dinitrophenyl group reacts with the amino group of the amino acid, forming a colored product that can be easily measured and identified. DNP-L-alanine is a useful tool for studying protein structure, function, and metabolism in various biological and biochemical research applications. Additionally, it is also used in the field of clinical chemistry for diagnosing and monitoring certain medical conditions related to amino acid metabolism.

InChI:InChI=1/C9H9N3O6/c1-5(9(13)14)10-7-3-2-6(11(15)16)4-8(7)12(17)18/h2-5,10H,1H3,(H,13,14)/t5-/m0/s1

Upstream product

• 56-41-7 L-alanin 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 584-48-5 2,4-dinitrobromobenzene 
• 83093-94-1 methyl 6,7-dideoxy-6-(2,4-dinitrophenyl)amino-L-glycero-D-gluco-heptopyranoside 
• 99-65-0 meta-dinitrobenzene 
• 302-72-7 rac-Ala-OH 
• 610-31-1 1,2,4-trinitrobenzene 
• 52-90-4 L-Cysteine 

Downstream Products

• 15159-79-2 C₉H₈ClN₃O₅ 
• 51-28-5 2,4-Dinitrophenol 
• 4615-69-4 2-methyl-5-nitro-1H-benzimidazole-3-oxide 
• 223271-83-8 (S)-2-{(S)-2-[(S)-2-(2,4-Dinitro-phenylamino)-propionylamino]-3-hydroxy-propionylamino}-3-phenyl-propionic acid methyl ester 
• 10420-63-0 (S)-methyl 2-((2,4-dinitrophenyl)amino)propanoate 

Relevant articles and documents

Iron- or Zinc-Mediated Synthetic Approach to Enantiopure Dihydroquinoxalinones

A general and efficient synthesis of enantiopure dihydroquinoxalinones has been developed using naturally occurring amino acids as starting materials. The reductive cyclization of N-(o-nitroaryl)amino esters was performed by using iron and zinc metal under mild conditions in a water/ethyl acetate mixture. The corresponding dihydroquinoxalinones were obtained in moderate to high yields and high enantiomeric purity, among which 7 new compounds were unprecedented in the literature.

Simple and efficient preparation of (R)- and (S)-enantiomers of α-carbon deuterium-labelled α-amino acids

A procedure for the synthesis of (R)- and (S)-enantiomers of α-carbon deuterium-labelled α-amino acids, exemplified for (R)- and (S)-[2-2H1]-Leu is described. Starting from the respective (S)- or (R)-enantiomer or from the racemic mixture of an α-amino acid the selective proton exchange at the α-carbon is carried out by racemization via a Schiff base in monodeuterated acetic acid as solvent which serves as deuterium source. After N-protection the racemic mixture is liquid chromatographically separated into the individual (R)- and (S)-enantiomers on preparative scale employing a chiral anion exchanger based on carbamoylated quinine as chiral selector. After deprotection the enantiomerically pure products can be obtained in good yields.

Studies on fungal products. XI. Isolation and structures of novel cyclic pentapeptides from Aspergillus sp. NE-45

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