(2S,4R)-Diaminoglutaric acid 2HCl is a stereochemically defined, dicarboxylic amino acid derivative featuring a glutaric acid backbone substituted with two amino groups, classifying it as a diamino dicarboxylic amino acid. The (2S,4R) configuration specifies the relative stereochemistry at the indicated chiral centers, and the "2HCl" form indicates the amino functionalities are present as hydrochloride salts, providing water-soluble, protonated sites for controlled ionic interactions. As a salt-form diamino dicarboxylic building block, it is used in peptide and peptidomimetic synthesis planning and in chemical biology and analytical workflows where defined amino acid stereochemistry and multiple functional handles are required for coupling, derivatization, or isotopic and structural labeling strategies.
CAT No: CP05504
CAS No:88155-56-0
Synonyms/Alias:88155-56-0;(2R,4S)-rel-2,4-Diaminopentanedioicaciddihydrochloride;C5H12Cl2N2O4;MolPort-027-835-138;4049AC;AKOS016009150;AK109497;KB-277255;(4S)-4-Amino-D-glutamicaciddihydrochloride;(2S,4R)-Diaminoglutaricaciddihydrochloride
(2S,4R)-Diaminoglutaric acid 2HCl is a stereochemically defined, diaminated dicarboxylic amino acid salt supplied as the dihydrochloride, providing two primary amino groups alongside two carboxylic acid functionalities. This combination of strongly polar, cation-forming sites makes it a practical building block for constructing peptide and peptidomimetic motifs that require additional amine handles for further functionalization or coupling. Its (2S,4R) configuration supports reproducible stereochemical outcomes in downstream synthesis and analytical work where chirality matters.
1. Peptide And Peptidomimetic Building
(2S,4R)-Diaminoglutaric acid 2HCl is used as an amino acid building block for assembling peptides and peptidomimetic structures that incorporate an extra diamino functionality for side-chain elaboration. Researchers in peptide chemistry and medicinal chemistry often select this salt form to introduce a polar, amine-rich residue that can be carried through protected coupling strategies and later used to generate cationic or multidentate interaction motifs in the resulting sequences. The presence of two amino groups enables downstream derivatization routes that are difficult to achieve with monofunctional amino acids, supporting the development of constrained or charge-tunable peptide analogs.
2. Crosslinking And Multidentate Linkers
(2S,4R)-Diaminoglutaric acid 2HCl is applied in biomaterials and chemical biology workflows where multidentate amine functionality is required for constructing linkages, forming coordination environments, or enabling stepwise conjugation to larger scaffolds. In polymer conjugation and surface-attachment development, the two primary amines provide multiple attachment points that can be exploited to tune crosslink density and coupling stoichiometry during material functionalization. Because it is supplied as a dihydrochloride, it is frequently handled as a defined, readily cationic starting material that can be incorporated into linker architectures prior to final deprotection or activation steps in the broader conjugation workflow.
3. Pharmaceutical Intermediate For Diamines
(2S,4R)-Diaminoglutaric acid 2HCl serves as a practical pharmaceutical intermediate for routes that require a stereodefined diamino dicarboxylic acid precursor. Process development teams and medicinal chemistry groups use it to access protected diamino building blocks, amino acid derivatives, and intermediate fragments used in the synthesis of peptidomimetic candidates and other nitrogen-rich scaffolds. The salt form supports reliable weighing and handling in intermediate manufacturing, while the combination of two amines and two carboxyl groups supports flexible downstream conversion into activated derivatives for coupling chemistry.
4. Analytical Reference For Chiral Studies
(2S,4R)-Diaminoglutaric acid 2HCl is also used as a stereochemically defined reference material in analytical method development and characterization of amino acid derivatives containing similar diamino motifs. Analytical chemists and quality-oriented research laboratories employ it to support method verification for chiral separation, derivatization-based quantification, and impurity profiling where the (2S,4R) configuration and defined salt form are important for reproducibility. In LC-based workflows, having a defined stereochemical standard helps anchor retention behavior and derivatization performance for related synthetic intermediates and final compounds.
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