D-2,3-Diaminopropionic acid hydrochloride is a D-configured, non-proteinogenic amino acid hydrochloride featuring a three-carbon backbone bearing two amino substituents at the 2- and 3-positions and a terminal carboxylic acid group. The molecule contains both basic primary amine functionalities and a carboxylic acid, and the hydrochloride form indicates protonation of the amine(s) to form an ionic salt that can improve handling and solubility in aqueous media. In synthesis and chemical biology workflows, it is used as a building block for preparing amino acid and peptide analogues with diamino side-chain functionality, supporting structure-activity studies, conjugation reagent design, and analytical method development requiring defined diamino stereochemistry.
CAT No: CP05804
CAS No:6018-56-0
Synonyms/Alias:L-tyrosine;tyrosine;60-18-4;(S)-Tyrosine;p-Tyrosine;L-p-Tyrosine;4-Hydroxy-L-phenylalanine;Tyrosine,L-;L-(-)-Tyrosine;H-Tyr-OH;(2S)-2-amino-3-(4-hydroxyphenyl)propanoicacid;3-(4-Hydroxyphenyl)-L-alanine;(-)-alpha-Amino-p-hydroxyhydrocinnamicacid;L-Phenylalanine,4-hydroxy-;Tyrosine(VAN);Tyrosinum[Latin];Tirosina[Spanish];(S)-alpha-Amino-4-hydroxybenzenepropanoicacid;beta-(p-Hydroxyphenyl)alanine;(S)-(-)-Tyrosine;(S)-3-(p-Hydroxyphenyl)alanine;L-2-Amino-3-p-hydroxyphenylpropanoicacid;FEMANo.3736;Rxosine;Tyrosinum
D-2,3-Diaminopropionic acid hydrochloride is a D-configured diamino acid hydrochloride featuring two adjacent stereogenic amino substituents on a three-carbon backbone, with both primary amine groups present as salt-associated functionalities under typical handling conditions. The molecule bears a carboxylic acid that can be activated for amide formation while the vicinal diamine motif enables selective or orthogonal derivatization strategies through differential protection of the two amines. The hydrochloride form improves handling and solubility for synthetic and analytical workflows, while the D-stereochemistry supports chiral control in downstream peptide coupling and stereodefined scaffold assembly. Reactivity is dominated by amine nucleophilicity and carboxyl activation, making the compound a practical chiral amino acid intermediate for constructing diamino-containing peptides, peptidomimetics, and nitrogen-rich heterocycles.
1. Peptide Synthesis
D-2,3-Diaminopropionic acid hydrochloride is applied in peptide synthesis where the vicinal diamine functionality can be incorporated as a defined amino acid residue after appropriate amine protection and carboxyl activation. The D-configuration provides stereochemical fidelity at the residue level, supporting the construction of peptide backbones containing adjacent amino groups that can influence conformational preferences and metal-binding behavior. Orthogonal N-protection strategies, such as protecting one amine for selective coupling while reserving the second amine for later deprotection or functionalization, can be used to manage chemoselectivity during peptide chain elongation. Downstream peptide analogs generated from this building block can serve as research-grade substrates for studying amino acid sequence effects and as intermediates for preparing diamino-rich peptidomimetics.
2. Amino Acid Derivatization
D-2,3-Diaminopropionic acid hydrochloride supports amino acid derivatization workflows targeting nitrogen-rich functional handles for subsequent synthetic transformations. The presence of two primary amines enables sequential derivatization into protected amino acid derivatives, urea or carbamate motifs, or side-chain-tagged intermediates, while the carboxylic acid can be converted into activated esters or amide-forming derivatives for controlled coupling. The hydrochloride salt form can be leveraged to standardize starting material handling, then neutralized or protected to tune nucleophilicity and reactivity during multi-step syntheses. The resulting diamino-functional intermediates can be used to build complex chiral scaffolds, generate library members for structure-activity relationship studies, and prepare downstream conjugation-ready amino acid derivatives.
3. Chemical Biology Probes
D-2,3-Diaminopropionic acid hydrochloride is suitable for chemical biology probe construction where diamino motifs enable selective labeling, affinity handle installation, and crosslinker design. The vicinal amines can be protected to control mono- versus bis-functionalization, allowing attachment of reporter groups, biotin-like tags, or capture moieties through stable amide or carbamate linkages. D-stereochemical integrity helps maintain defined spatial arrangement of the two nitrogen atoms, which can affect binding geometry in receptor-mimetic or enzyme-interaction studies. Labeled peptide fragments or peptidomimetic constructs derived from this amino acid intermediate can be used to probe molecular recognition, map interaction interfaces, or generate analytical standards for studying diamino-containing biomolecular features.
4. Heterocycle Synthesis
D-2,3-Diaminopropionic acid hydrochloride can be employed in heterocycle synthesis as a chiral diamino acid precursor that provides both nitrogen atoms in a stereodefined arrangement. The carboxyl group and adjacent amines can participate in cyclization logic after conversion to activated intermediates, supporting routes to nitrogen-containing rings such as azacycles and fused heteroaromatics via amide formation, intramolecular condensation, or subsequent functional group transformations. Protection and deprotection strategies are particularly relevant because vicinal diamines require chemoselective masking to prevent uncontrolled polymerization or side reactions during ring construction. Chiral heterocycle products derived from this intermediate can serve as scaffolds in medicinal chemistry research, as process intermediates for fine chemical synthesis, or as building blocks for nitrogen-rich materials.
5. Pharmaceutical Manufacturing Intermediates
D-2,3-Diaminopropionic acid hydrochloride is applicable to pharmaceutical manufacturing intermediate preparation where robust amine functionality and defined stereochemistry support scalable synthesis of protected amino acid derivatives. The hydrochloride salt form facilitates feedstock handling, while the two primary amines can be converted into controlled N-protected forms that are compatible with peptide coupling chemistry and downstream deprotection sequences. Carboxyl activation and amide-forming transformations enable integration into manufacturing routes for peptidic intermediates, peptidomimetic fragments, or nitrogen-rich linker units used in drug discovery supply chains. Process chemistry teams can employ this compound as a chiral building block for constructing defined diamino-containing motifs that later undergo purification, functional group adjustment, and coupling steps within controlled synthetic workflows.
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