3,5-Dichloro-DL-Phenylalanine is a halogenated, non-natural phenylalanine derivative in which two chlorine atoms are substituted at the 3- and 5-positions of the aromatic side chain, while the amino acid backbone retains an amino group and a carboxyl group. The "DL" designation indicates a racemic mixture of stereoisomers at the alpha carbon, and the molecule bears the typical phenylalanine-type benzyl side chain modified by electron-withdrawing chloro substituents that can influence hydrophobicity and aromatic interactions. This halogenated amino acid is used in peptide synthesis and structure-activity or binding studies to introduce a defined aromatic substitution pattern, and it can also serve as a chemically characterized building block for analytical method development and labeling strategies where a halogen handle is relevant.
CAT No: CP12503
3,5-Dichloro-DL-Phenylalanine is a halogenated phenylalanine derivative supplied as a DL mixture, featuring two chlorine atoms on the aromatic ring that strongly influence electronic properties and downstream reactivity in medicinal chemistry and materials-related syntheses. As an amino acid building block, it provides the amino acid functionality needed for incorporation into protected or activated synthetic intermediates, while the 3,5-dichloro substitution pattern is commonly leveraged to tune physicochemical behavior and serve as a distinctive handle for further functionalization. Researchers select this compound when a chlorinated aromatic amino acid scaffold is required for structure-activity relationship (SAR) studies, chemical probe development, or intermediate synthesis toward halogenated aromatic targets.
1. Medicinal Chemistry Intermediates
3,5-Dichloro-DL-Phenylalanine is widely used as a chlorinated amino acid building block in medicinal chemistry programs that require halogenated aromatic scaffolds for SAR exploration. Medicinal chemistry groups and contract research organizations often incorporate this type of substituted phenylalanine motif into peptide-like or amino-acid-derived intermediates to generate libraries of analogs with altered lipophilicity, steric/electronic effects, and aromatic reactivity. The 3,5-dichloro substitution pattern is particularly valuable when downstream steps call for further aromatic transformation (for example, electrophilic substitution or derivatization strategies) while retaining the amino acid-derived stereochemical or functional framework in the intermediate stage.
2. Peptidomimetic And Analog Synthesis
3,5-Dichloro-DL-Phenylalanine supports the preparation of peptidomimetic and amino-acid-derived analogs where a chlorinated phenyl ring is used to modulate conformation, hydrophobic character, and aromatic substitution density. Chemical development teams use this scaffold to build non-natural amino-acid-containing structures that resemble peptide segments but are ultimately intended for structure-function studies in chemical biology and drug discovery research. Because the material is provided as a DL mixture, it is frequently selected for intermediate generation and library synthesis workflows where racemic mixtures are acceptable at early development stages, enabling rapid access to multiple analogs before any later stereochemical refinement.
3. Chemical Biology Probe Building
3,5-Dichloro-DL-Phenylalanine is employed in chemical biology and research tool development when a halogenated aromatic amino acid motif is needed as part of a labeling or binding-chemistry scaffold. Probe designers use chlorinated phenylalanine derivatives to introduce a robust, easily derivatizable aromatic region into larger constructs such as amino-acid-based tags, affinity reagents, or probe precursors that will be functionalized in subsequent steps. The presence of two chlorine atoms on the aromatic ring provides a distinct chemical signature that can be advantageous for designing probes requiring controlled hydrophobicity and specific aromatic substitution patterns, supporting downstream conjugation or heteroatom-functionalization strategies.
4. Halogenated Aromatic Scaffold Manufacturing
3,5-Dichloro-DL-Phenylalanine also serves as a practical starting amino acid for industrial and specialty chemical manufacturing of halogenated aromatic intermediates. Process and development chemists use this building block to access chlorinated aromatic frameworks that appear in agrochemical, materials, and specialty intermediate pipelines, where the 3,5-dichloro pattern is a key structural element. In these workflows, supplying a defined amino acid scaffold helps standardize upstream feedstock chemistry, while the chlorinated aromatic ring enables downstream conversion into a range of substituted aromatic derivatives used as intermediates for further functionalization and formulation into larger chemical systems.
1. Cell-based adhesion assays for isolation of snake venom’s integrin antagonists
3. C-Peptide replacement therapy and sensory nerve function in type 1 diabetic neuropathy
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More