(3S,2R)-2,3-Diaminobutyric acid 2HCl is a free amino acid hydrochloride salt featuring a four-carbon backbone bearing two amino substituents at the 2- and 3-positions, classifying it as a diamino acid rather than a standard proteinogenic α-amino acid. The molecule contains an α-amino group and a second amino functionality along with a carboxyl group, and the (3S,2R) stereochemical designation specifies the relative 3- and 2-carbon configurations; as the 2HCl salt, both amino groups are present in protonated form to form the corresponding dihydrochloride. In peptide and amino acid derivative synthesis and chemical biology workflows, this diamino acid is used as a building block or precursor that provides two amine handles for incorporation into modified peptide frameworks, for conjugation strategies, or for analytical method development involving derivatization and charge-state control.
CAT No: CP05203
CAS No:648922-13-8
Synonyms/Alias:(2R,3S)-2,3-diaminobutanoicAcidDihydrochloride;648922-13-8;(3S,2R)-2,3-DIAMINOBUTYRICACIDDIHYDROCHLORIDE;9929AB;AKOS015911729;AK-87779;I14-37359
(3S,2R)-2,3-Diaminobutyric acid 2HCl is a stereodefined diamino acid salt used as a protected or unprotected amino acid building block for peptide and peptidomimetic synthesis workflows. With two amino functionalities on a short aliphatic backbone, it provides a convenient handle for incorporating additional basicity and for constructing polycationic or backbone-functionalized sequences in custom peptide programs. Supplied as the dihydrochloride, it is typically handled as a salt-form reagent to support measured dosing and improved aqueous compatibility during downstream coupling and derivatization steps.
1. Peptide Building Block Use
(3S,2R)-2,3-Diaminobutyric acid 2HCl is used by peptide chemists to introduce a diamino acid motif into peptides and peptidomimetics where enhanced cationic character or additional amine functionality is required for sequence design. The defined (3S,2R) stereochemistry supports reproducible incorporation into stereochemically controlled libraries and structure-activity relationship studies. In custom peptide synthesis and contract manufacturing contexts, the dihydrochloride form is often selected for practical handling prior to conversion into the appropriate activated or protected amino acid form used in coupling workflows.
2. Peptidomimetic Medicinal Chemistry
(3S,2R)-2,3-Diaminobutyric acid 2HCl is frequently employed in medicinal chemistry programs that develop peptidomimetic scaffolds with increased basicity or additional functionalization sites for analog design. The presence of two amino groups on the same short backbone enables chemists to tune charge density and to provide differentiation points for later derivatization in lead optimization campaigns. Research groups developing constrained or amine-rich peptide analogs use this diamino acid as an intermediate building unit to construct series of closely related compounds for SAR evaluation and chemical biology tool development.
3. Chemical Biology Amino Acid Derivatization
(3S,2R)-2,3-Diaminobutyric acid 2HCl supports chemical biology workflows that require amine-rich building blocks for downstream labeling, immobilization, or conjugation chemistry. The two amino functionalities provide multiple sites for controlled functional group installation, enabling preparation of amine-functional peptide conjugates, affinity reagents, or immobilized capture ligands used in assay development and biomolecular interaction studies. In practice, the dihydrochloride salt is commonly handled as a starting material for conversion into derivatives compatible with coupling chemistries used in probe and surface functionalization pipelines.
4. Analytical Reference Material Development
(3S,2R)-2,3-Diaminobutyric acid 2HCl is used in analytical method development and reference preparation where a defined stereochemical diamino acid standard is needed. Laboratories preparing calibration materials for amino acid analysis, LC-MS quantification workflows, or method qualification studies may select this salt-form reagent to ensure consistent starting composition and reliable mass-based response. Its defined stereochemistry and diaminobutyric acid identity make it valuable for verifying retention behavior and for supporting targeted quantification of diamino acid motifs in peptide hydrolysate or derivatized sample streams.
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