Hangzhou Leap Chem Co., Ltd. is one of the most professional manufacturers and suppliers of d-3-chlorophenylalanine丨cas 80126-52-9 in China. Welcome to wholesale bulk high quality chemical products at competitive price from our factory. If you have any enquiry about custom service, please feel free to email us.
China Quality D-3-Chlorophenylalanine丨CAS 80126-52-9
D-3-Chlorophenylalanine is a non-standard amino acid derived from D-phenylalanine, featuring a chlorine substituent at the 3-position of its aromatic ring. Its D-configuration and chlorinated phenyl side chain provide distinctive structural characteristics for peptide synthesis, medicinal chemistry, and organic synthesis research. By combining stereochemical variation with aromatic halogen substitution, this compound offers researchers a useful building block for developing modified peptides and investigating structure–activity relationships.
Chemical Identifiers
| InChI | InChI=1S/C9H10ClNO2/c10-7-3-1-2-6(4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m1/s1 |
| InChI Key | JJDJLFDGCUYZMN-MRVPVSSYSA-N |
| Smiles | C1=CC(=CC(=C1)Cl)C[C@H](C(=O)O)N |
| EC No. | 966-148-1 |
| MDL No. | MFCD05227933 |
| PubChem CID | 7009409 |
Applications
Peptide Synthesis and Modified Peptide Development
D-3-Chlorophenylalanine can be incorporated into suitable peptide sequences to introduce a D-configured amino acid with a meta-chlorinated aromatic side chain. The D-configuration may influence peptide conformation and resistance to certain enzymatic degradation pathways, while the chlorine substituent provides an additional means of modifying side-chain properties. Its suitability for a particular synthesis depends on the coupling strategy, protection scheme, and compatibility with other building blocks.
Pharmaceutical and Medicinal Chemistry Research
Modified amino acids are valuable tools in medicinal chemistry for exploring how molecular structure affects biological activity and physicochemical properties. D-3-Chlorophenylalanine may be used to prepare modified peptides and other amino-acid-derived research compounds for structure–activity relationship studies. Researchers can compare D- and L-configured analogues or evaluate different aromatic substitution patterns to investigate the influence of stereochemistry and halogen placement on molecular recognition.
Organic Synthesis and Chemical Research
Biochemical and Structure–Activity Studies
Stereochemistry plays an important role in the three-dimensional structure and molecular interactions of peptides. D-3-Chlorophenylalanine allows researchers to introduce both a D-configured backbone residue and a substituted aromatic side chain into suitable model peptides. Comparing these peptides with analogues containing L-phenylalanine, D-phenylalanine, or other chlorinated residues can help researchers examine how configuration and substitution affect conformation and molecular behavior.
