(3R,2R)-2,3-Diaminobutyric acid 2HCl is a stereochemically defined, non-proteinogenic diamino acid featuring a four-carbon backbone with two amino substituents positioned at C2 and C3 and a terminal carboxylic acid group. The (3R,2R) configuration specifies the relative stereochemistry of the two chiral centers, and the "2HCl" indicates formation of a dihydrochloride salt that protonates the amino groups to enhance water solubility and control ionic form during handling and coupling. As a diamino acid building block, it can be used in peptide and peptidomimetic synthesis to introduce additional amine functionality for side-chain derivatization, linker construction, and chemical biology labeling or conjugation strategies where an extra primary amine is required.
(3R,2R)-2,3-Diaminobutyric acid 2HCl is a chiral, proteinogenic amino acid analog featuring a geminally functionalized backbone with two primary amino groups, supplied as the dihydrochloride salt to enhance handling and salt-form stability. Its stereodefined (3R,2R) configuration and strongly basic functionality make it a useful building block for preparing polyamine-like motifs and for introducing diamino-substituted residues into peptide and peptidomimetic scaffolds. Researchers also use this salt form as a convenient, water-compatible precursor when downstream coupling chemistry requires a well-defined, cationic amino acid intermediate.
1. Peptide Building Block
(3R,2R)-2,3-Diaminobutyric acid 2HCl is used as a diamino acid building block for custom peptide synthesis and peptidomimetic development, where incorporation of a two-amino substituted residue helps generate polycationic or conformationally constrained segments. Peptide chemistry groups employ it to construct analogs of bioactive peptides and to probe structure-property relationships in systems where increased basicity and additional amino functionality are expected to influence solubility, charge distribution, and intermolecular interactions. The dihydrochloride salt form supports consistent reagent handling in coupling workflows and helps maintain the amino functionality in a protonated state during early stages of synthesis planning.
2. Chemical Biology Polyamine Motifs
(3R,2R)-2,3-Diaminobutyric acid 2HCl is frequently selected by chemical biology teams to introduce polyamine-like features into peptide probes and affinity reagents that rely on multivalent electrostatic interactions. By embedding a defined stereochemical diamino residue into a peptide scaffold, researchers can tune the local density of positive charge for binding to negatively charged biomolecular surfaces, such as nucleic acid or glycosaminoglycan-rich environments, without changing the overall backbone framework of the probe. This makes the compound a practical intermediate for constructing charged peptide conjugates used in interaction mapping, pull-down reagent development, and assay reagent design where controlled cationic character is a key design element.
3. Pharmaceutical Intermediate Development
(3R,2R)-2,3-Diaminobutyric acid 2HCl serves as a chiral intermediate for medicinal chemistry programs that require diamino-substituted fragments as precursors to higher-complexity heterocycles and nitrogen-rich scaffolds. Process and synthesis development teams use the dihydrochloride salt form because it provides a defined, isolable input with two primary amino groups that can be selectively transformed downstream during route development, enabling access to protected diamino intermediates and subsequent functionalization steps. In this context, the (3R,2R) stereochemical definition supports the preparation of stereochemically consistent analog series for structure-activity and property optimization studies.
2. Cell-based adhesion assays for isolation of snake venom’s integrin antagonists
3. SERS spectrum of the peptide thymosin‐β4 obtained with Ag nanorod substrate
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