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Best Price D-2-Chlorophenylalanine丨CAS 80126-50-7
D-2-Chlorophenylalanine is a halogenated derivative of D-phenylalanine, featuring a chlorine atom at the ortho position of the aromatic ring. Its defined D-configuration and substituted phenyl group make it a useful building block for peptide research, medicinal chemistry, and specialized organic synthesis. The combination of stereochemical specificity and ortho substitution provides an opportunity to investigate how amino acid configuration and aromatic structure influence molecular conformation, chemical reactivity, and biological interactions.
Chemical Identifiers
| InChI | InChI=1S/C9H10ClNO2/c10-7-4-2-1-3-6(7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m1/s1 |
| InChI Key | CVZZNRXMDCOHBG-MRVPVSSYSA-N |
| Smiles | C1=CC=C(C(=C1)C[C@H](C(=O)O)N)Cl |
| EC No. | 171-786-1 |
| MDL No. | MFCD00077920 |
| PubChem CID | 6951092 |
Applications
Pharmaceutical Research and Drug Discovery
Halogenated amino acids are widely explored in medicinal chemistry because aromatic substituents can influence molecular properties and interactions with biological targets. D-2-Chlorophenylalanine may serve as a starting material for preparing modified amino acid derivatives and other research compounds. Its D-configuration and ortho-chloro substitution offer structural features for investigating relationships between molecular structure, conformation, and biological activity, subject to experimental validation.
Peptide Synthesis and Modified Peptide Development
D-amino acids are useful in peptide research for exploring backbone conformation, molecular recognition, and resistance to enzymatic degradation. D-2-Chlorophenylalanine can be considered for introducing a D-configured, ortho-chlorinated aromatic residue into suitable peptide sequences. The chlorine substituent may influence local steric interactions, making the compound relevant to studies of modified peptide structures and their properties.
Organic Synthesis and Chemical Research
Structure–Activity and Stereochemical Studies
The D-configuration distinguishes D-2-Chlorophenylalanine from its L-enantiomer, while the ortho position of the chlorine atom differentiates it from other chlorophenylalanine isomers. Researchers may use it in comparative studies to examine how stereochemistry and aromatic substitution influence molecular geometry, peptide conformation, and interactions with biological systems. Such investigations require suitable controls and experimental evidence to establish the effects of these structural features.
