3,5-Dichloro-DL-tyrosine is a halogenated, non-proteinogenic amino acid derivative of tyrosine featuring a phenolic aromatic side chain bearing two chlorine atoms at the 3- and 5-positions. The molecule contains both an amino group and a carboxyl group on the α-carbon and retains the phenolic hydroxyl functionality, with the "DL" designation indicating a racemic mixture of stereoisomers rather than a single enantiomer. In research and synthesis, this dichloro-substituted tyrosine analogue is used as a chemically modified aromatic amino acid building block for peptide and conjugate preparation, as well as for structure-activity studies, labeling strategies, and analytical method development where halogen substitution alters mass, polarity, and spectroscopic or chromatographic behavior.
CAT No: CP18003
3,5-Dichloro-DL-tyrosine is a halogenated tyrosine derivative featuring two chlorine atoms on the phenolic ring, supplied as a DL (racemic) mixture. The dichloro substitution strongly influences aromatic electronics and phenolic reactivity, making this compound a practical building block for medicinal chemistry and chemical biology workflows where tyrosine-like aromatic functionality is required. Because it is not protected as an amino-acid ester or peptide-grade derivative, it is typically handled as a free amino acid for downstream conversion into activated intermediates or incorporation into synthetic sequences.
1. Medicinal Chemistry Intermediates
3,5-Dichloro-DL-tyrosine is widely used as a specialized amino acid building block in medicinal chemistry programs that require a tyrosine-derived aromatic motif with altered electronic properties. Medicinal chemistry groups and contract research organizations employ it to prepare peptidomimetic fragments and analogs where the 3,5-dichloro pattern modulates phenolic behavior and can improve synthetic access to substituted aromatic cores. In practice, the amino acid functionality supports conversion into coupling-ready derivatives for assembly into larger structures, while the free side-chain phenol provides a handle for selective derivatization prior to final scaffold construction.
2. Peptidomimetic And Analog Synthesis
3,5-Dichloro-DL-tyrosine serves as a convenient starting material for constructing tyrosine-based peptidomimetics and non-natural analogs used in structure-activity relationship (SAR) studies. Research teams developing constrained aromatic side chains, modified hydrogen-bonding patterns, or sterically tuned phenolic environments often select this scaffold to probe how halogen substitution affects overall molecular recognition in their assay systems. The DL stereochemical mixture is commonly acceptable for early-stage analog generation and library synthesis, where rapid access to substituted tyrosine chemistry is prioritized over single-enantiomer purity.
3. Chemical Biology Probe Building
3,5-Dichloro-DL-tyrosine is also used in chemical biology workflows that require a tyrosine-like aromatic unit for probe or ligand construction. The phenolic group enables derivatization into substituted aromatic reporters, affinity handles, or chemically addressable intermediates that can be appended to peptides, small molecules, or polymer backbones. Laboratories building binding probes or tool compounds often value the dichloro substitution for introducing a distinct aromatic signature and for supporting downstream functionalization strategies that originate from tyrosine-derived side-chain chemistry.
4. Aromatic Functionalization Platforms
3,5-Dichloro-DL-tyrosine is employed as a precursor for aromatic functionalization sequences in synthetic chemistry, particularly when a dichloro-phenol pattern is desired as a stable, electronically differentiated motif. Specialty synthesis groups use it to access substituted aromatic intermediates that can be further elaborated into heteroaryl systems, protected phenolic derivatives, or coupling partners for later-stage assembly. In industrial and process development contexts, the compound's defined substitution pattern supports reproducible downstream conversion into consistent intermediate lots for multi-step manufacturing of research and specialty chemical targets.
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