1655-64-7

Basic information

• Product Name: N-(2,4-DINITROPHENYL)-L-SERINE
• Synonyms: N-DNP-L-SERINE;N-(2,4-DINITROPHENYL)-L-SERINE;N-2,4-DNP-L-SERINE;DNP-L-SERINE;Dinitrophenylserine;DNP-L-Serine 2,4-Dinitrophenyl-L-serine;dnp-ser-oh;N-Dnp-L-serine Dnp-Ser-OH
• CAS NO: 1655-64-7
• Molecular Formula: C₉H₉N₃O₇
• Molecular Weight: 271.18
• EINECS: 216-745-1
• Product Categories: Amino Acids;Amino Acids (N-Protected);Biochemistry;DNP-Amino Acids
• Mol File: 1655-64-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 177 °C
• Boiling Point: 585.3°Cat760mmHg
• Flash Point: 307.8°C
• Appearance: /Crystalline
• Density: 1.715g/cm³
• Vapor Pressure: 1.52E-14mmHg at 25°C
• Refractive Index: -23 ° (C=0.5, AcOH)
• Storage Temp.: −20°C
• PKA: 3.15±0.10(Predicted)
• CAS DataBase Reference: N-(2,4-DINITROPHENYL)-L-SERINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,4-DINITROPHENYL)-L-SERINE(1655-64-7)
• EPA Substance Registry System: N-(2,4-DINITROPHENYL)-L-SERINE(1655-64-7)

Safety Data

• RIDADR: 1325
• WGK Germany: 3
• HazardClass: 4.1
• PackingGroup: II
• Hazardous Substances Data: 1655-64-7(Hazardous Substances Data)

Usage

Description

N-(2,4-DINITROPHENYL)-L-SERINE is the L-stereoisomer of N-(2,4-dinitrophenyl)serine, an L-serine derivative that features a 2,4-dinitrophenyl substituent on nitrogen. N-(2,4-DINITROPHENYL)-L-SERINE is a modified form of the naturally occurring amino acid L-serine, with the addition of a 2,4-dinitrophenyl group, which may confer unique chemical and biological properties.

Uses

Used in Research Applications:
N-(2,4-DINITROPHENYL)-L-SERINE is used as a research tool for studying the properties and functions of L-serine and its derivatives. The presence of the 2,4-dinitrophenyl group allows for the investigation of its effects on the chemical reactivity, stability, and interactions with other molecules, providing insights into the structure-activity relationships of L-serine and related compounds.
Used in Analytical Chemistry:
In analytical chemistry, N-(2,4-DINITROPHENYL)-L-SERINE can be employed as a derivatizing agent for the detection and quantification of L-serine and other amino acids. The 2,4-dinitrophenyl group imparts a distinct chromophore to the molecule, enabling its detection through spectroscopic methods such as UV-Vis or fluorescence spectroscopy.
Used in Pharmaceutical Development:
N-(2,4-DINITROPHENYL)-L-SERINE may have potential applications in the development of pharmaceuticals, particularly as a lead compound for the design of new drugs targeting specific enzymes or receptors. The unique structural features of the 2,4-dinitrophenyl group could be exploited to enhance the binding affinity, selectivity, and potency of the compound.
Used in Material Science:
In material science, N-(2,4-DINITROPHENYL)-L-SERINE could be explored for its potential to form novel materials with specific properties, such as self-assembling systems or functional coatings. The 2,4-dinitrophenyl group may contribute to the formation of supramolecular structures through non-covalent interactions, leading to materials with tailored characteristics.

InChI:InChI=1/C9H9N3O7/c13-4-7(9(14)15)10-6-2-1-5(11(16)17)3-8(6)12(18)19/h1-3,7,10,13H,4H2,(H,14,15)

Upstream product

• 10547-30-5 N-(2,4-dinitrophenyl)-D,L-serine 

Relevant articles and documents

Direct resolution of optically active isomers on chiral packings containing ergoline skeletons. 5. Enantioseparation of amino acid derivatives

A new procedure for ergot alkaloid-based chiral stationary phase preparation is described. Synthesis is based on bonding the allyl derivative of terguride to mercaptopropylsilanized silica gel. The packing exhibits higher content of chiral selector, stability, reproducibility, and enantioselectivity toward amino acids compared to that previously studied. The chromatographic behavior of amino acids with different side chains and substituent groups is investigated in order to obtain a deeper insight into the enantiodiscriminative mechanism as well as to determine the limitations and strengths of terguride as a chiral selector for this class of compounds. A variety of factors, including mobile phase parameters such as pH, ionic strength, content and nature of organic modifier, and temperature, are examined. A new procedure for ergot alkaloid-based chiral stationary phase preparation is described. Synthesis is based on bonding the allyl derivative of terguride to mercaptopropylsilanized silica gel. The packing exhibits higher content of chiral selector, stability, reproducibility, and enantioselectivity toward amino acids compared to that previously studied. The chromatographic behavior of amino acids with different side chains and substituent groups is investigated in order to obtain a deeper insight into the enantiodiscriminative mechanism as well as to determine the limitations and strengths of terguride as a chiral selector for this class of compounds. A variety of factors, including mobile phase parameters such as pH, ionic strength, content and nature of organic modifier, and temperature, are examined.