(3R,2S)-2,3-Diaminobutyric acid 2HCl is a free, non-proteinogenic amino acid derivative classified as a diamino acid, featuring a four-carbon backbone bearing two amino substituents and a carboxyl group. The (3R,2S) stereochemical designation specifies the relative configuration at the chiral centers, and the "2HCl" form indicates the amino functionalities are present as hydrochloride salts, which affects solubility and the protonation state used during handling and coupling chemistry. As a diamino building block, it is used in peptide and peptidomimetic synthesis and in chemical biology workflows where an extra amine provides a functional handle for side-chain modification, conjugation, or structure-activity studies.
CAT No: CP05202
CAS No:215652-51-0
Synonyms/Alias:215652-51-0;(2S,3R)-2,3-Diaminobutanoicaciddihydrochloride;(3R,2S)-2,3-Diaminobutyricacid2HCl;0965AB;AK-87778
(3R,2S)-2,3-Diaminobutyric acid 2HCl is a stereochemically defined diamino amino acid salt featuring two amino groups along a short aliphatic backbone, making it a compact, highly functional building block for peptide and peptidomimetic assembly. Its hydrochloride form improves handling and facilitates downstream coupling workflows where a protected or activated amino functionality is introduced selectively during synthesis. Researchers use this reagent when a rigid, cation-rich side-chain motif or a diamino handle is required to tune charge density, branching, and backbone composition in synthetic peptides and related intermediates.
1. Peptide Building Block
(3R,2S)-2,3-Diaminobutyric acid 2HCl is used as a defined amino acid component in custom peptide synthesis workflows, particularly when incorporation of a diamino-substituted residue is needed to introduce additional basic functionality and increase local cationic character. Peptide chemistry groups and peptide reagent manufacturers rely on this stereodefined salt to prepare sequence-defined peptides and peptidomimetic scaffolds where the presence of two amino groups can influence solubility, salt formation behavior, and interaction profiles during assay development. The hydrochloride form is commonly selected for practical reagent handling prior to conversion into the appropriate protected/activated derivative for coupling.
2. Peptidomimetic And SAR Studies
(3R,2S)-2,3-Diaminobutyric acid 2HCl supports medicinal chemistry and chemical biology programs that build structure-activity relationship (SAR) libraries containing cationic, diamino-bearing motifs. Medicinal chemistry teams use this residue to probe how increased side-chain basicity and the spatial arrangement of two amino functionalities affect binding-site engagement, electrostatic steering, and overall physicochemical properties of peptide-like candidates. In these workflows, the stereochemical definition helps maintain consistent stereochemical presentation across analog series, which is important when correlating sequence changes with downstream screening readouts.
3. Pharmaceutical Intermediate Development
(3R,2S)-2,3-Diaminobutyric acid 2HCl is applied as a specialty amino acid intermediate for manufacturing-related synthesis planning where a diamino amino acid precursor is required to construct larger, functional intermediates. Process development and industrial chemical teams incorporate this salt into downstream routes that generate protected diamino building blocks, side-chain-functionalized fragments, or charged scaffolds used in the assembly of peptide-based or peptidomimetic materials. The salt form is often selected for reliable procurement and handling at the early stage of intermediate preparation, before further derivatization tailored to the final synthetic target.
4. Analytical Reference For Amino Acid Methods
(3R,2S)-2,3-Diaminobutyric acid 2HCl is used in analytical method development and reference standard preparation for workflows that quantify or verify diamino amino acids in complex mixtures. Analytical chemistry laboratories employ stereodefined standards to support LC-based amino acid profiling, derivatization-based quantitation, and identity confirmation when diamino-containing residues are expected. The defined stereochemistry and salt identity help reduce ambiguity in calibration and method qualification steps, particularly when distinguishing closely related amino acid species during research sample analysis.
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