(3S,2S)-2,3-Diaminobutyric acid 2HCl is a stereochemically defined, non-proteinogenic amino acid derivative featuring a four-carbon backbone bearing two amino substituents at C2 and C3 along with a free carboxyl group, supplied as the dihydrochloride salt. The molecule therefore contains two primary amine functionalities that are protonated as hydrochloride salts, and the (3S,2S) configuration specifies the relative stereochemistry of the diamino-substituted centers. In peptide and chemical biology research, this diamino building block is used to introduce a side chain with additional amine functionality for amide/urea-forming conjugation strategies, crosslinking handle incorporation, and structure-activity or labeling studies where a diamino substituent is required.
CAT No: CP05204
CAS No:121054-30-6
Synonyms/Alias:121054-30-6;BUTANOICACID,2,3-DIAMINO-,HYDROCHLORIDE(1:2),(2R,3R)-REL-;(3S,2S)-2,3-Diaminobutyricacid2HCl;AK-55337;SC-10141;(2S,3S)-2,3-Diaminobutanoicaciddihydrochloride
(3S,2S)-2,3-Diaminobutyric acid 2HCl is a stereochemically defined diamino acid salt that provides two primary amine functionalities for downstream derivatization and incorporation into nitrogen-rich peptide and peptidomimetic scaffolds. Supplied as the dihydrochloride, it is commonly handled in salt form to improve stability and facilitate aqueous-compatible workflows during synthesis and analytical method development. The (3S,2S) configuration and the presence of two amino groups make it a practical building block for constructing constrained, highly functionalized sequences and for preparing defined standards used in chemical biology and analytical chemistry.
1. Peptide Building Block
(3S,2S)-2,3-Diaminobutyric acid 2HCl is used as a diamino acid building block for peptide synthesis workflows where a side-chain containing an additional primary amine is required to introduce extra hydrogen-bonding capacity and reactive functionality into the final sequence. Researchers in peptide chemistry and custom peptide manufacturing often select this stereodefined diamino acid to build nitrogen-rich fragments for structure-activity relationship studies, including peptidomimetic designs that rely on controlled stereochemistry. The dihydrochloride form supports practical handling during coupling and subsequent functional group management, enabling workflows that convert the side-chain amine into protected or derivatized forms as needed for the target peptide architecture.
2. Bioconjugation Handle Preparation
(3S,2S)-2,3-Diaminobutyric acid 2HCl is frequently employed as a precursor for generating amine-reactive or amine-bearing intermediates used in bioconjugation development. Chemical biology groups use the additional primary amine to build defined linkers for attaching biomolecules, polymers, or surfaces where controlled spacing and multiple nitrogen sites improve coupling flexibility. In these workflows, the product's salt form helps maintain the diamino acid in a manageable ionic state during intermediate preparation, supporting reproducible downstream derivatization steps that lead to conjugation-ready reagents for protein modification and material functionalization studies.
3. Analytical Standard Derivatization
(3S,2S)-2,3-Diaminobutyric acid 2HCl serves as a defined chemical reference for analytical method development and calibration strategies that require a known diamino acid standard with two primary amines. Analytical chemistry and metabolomics method developers use such standards to validate derivatization-based quantification approaches, including workflows where amine-containing analytes are converted into detectable derivatives prior to chromatographic or spectrometric readout. The stereochemical definition and dihydrochloride salt form support consistent preparation of calibration materials and help reduce variability associated with ambiguous stereochemistry or variable protonation states during sample processing.
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