3-Amino-D-tyrosine dihydrochloride monohydrate contains the D-configuration amino acid backbone with a phenolic side chain characteristic of tyrosine, and it is present as a salt form with two hydrochloride counterions and one molecule of water of crystallization. The molecule bears a primary amino group and a carboxyl group on the α-carbon framework, while the side-chain phenol provides a hydrogen-bonding and weakly acidic functional handle that can participate in derivatization or coordination chemistry under appropriate conditions. As an amino acid salt rather than a free amino acid, it is used in peptide and amino acid derivative synthesis and in analytical or labeling workflows where controlled solubility and defined ionic composition support handling, purification, and subsequent conversion to protected or activated tyrosine-containing building blocks.
CAT No: CP17502
3-Amino-D-tyrosine dihydrochloride monohydrate is a D-configuration amino acid derivative related to tyrosine, bearing an additional amino group at the 3-position on the aromatic ring. Supplied as a dihydrochloride monohydrate, it is typically used as a highly polar, salt-form building block where the strongly basic aniline-like functionality can be leveraged for controlled incorporation into synthetic sequences and for downstream derivatization. In peptide and medicinal chemistry workflows, its D-stereochemistry and phenolic side chain provide orthogonal handles for designing stereochemically defined analogs and for preparing non-proteinogenic amino acid motifs.
1. Peptide Analog Building
3-Amino-D-tyrosine dihydrochloride monohydrate is used by peptide chemists to construct stereochemically defined peptide analogs and peptidomimetic scaffolds that incorporate a D-amino acid motif. The combination of a phenolic side chain and a ring amino substituent makes it useful for preparing analogs where aromatic functionality must be retained while introducing an additional functional group for later modification or for tuning physicochemical properties. Research groups developing non-natural peptide libraries and custom peptide sequences commonly select this salt form to support handling and coupling workflows that require a stable, water-compatible amino acid input.
2. Medicinal Chemistry Intermediates
3-Amino-D-tyrosine dihydrochloride monohydrate serves as a practical intermediate for medicinal chemistry programs that require aromatic, amino-substituted D-tyrosine analogs. The 3-amino substitution on the aromatic ring provides a convenient site for forming further derivatives such as substituted anilines and for enabling subsequent functional-group transformations during SAR (structure-activity relationship) studies. Synthetic chemistry teams use this material to access D-configured aromatic building blocks that can be embedded into larger heteroaryl or peptide-like structures, supporting the generation of stereochemically controlled analog series for lead optimization and chemical biology probe development.
3. Chemical Biology Probe Synthesis
3-Amino-D-tyrosine dihydrochloride monohydrate is applied in chemical biology workflows where aromatic amino-functionalized building blocks are needed to generate labeled or derivatized probes. The phenolic group and the additional aromatic amino handle allow post-assembly modification strategies that introduce reporter tags, affinity handles, or reactive substituents onto D-configured aromatic motifs. Teams developing probe scaffolds for binding studies, receptor/ligand chemistry, or enzyme-assay tool compounds often choose this reagent when a D-stereochemical element and an amino-functionalized aromatic side chain are required to control probe structure and downstream conjugation chemistry.
4. Analytical Reference Derivatives
3-Amino-D-tyrosine dihydrochloride monohydrate is also used for preparing analytical reference materials and method-development standards involving amino acid derivatives with aromatic amino functionality. Laboratories performing LC-MS or related characterization work may derivatize or incorporate this compound into calibration or qualification workflows to verify retention behavior and fragmentation patterns for D-configured, ring-amino aromatic species. Because it is supplied as a defined dihydrochloride monohydrate, it is convenient for generating reproducible derivative standards when aromatic amine chemistry and stereochemical specificity are important for analytical interpretation.
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