(2R,4R)-Diaminoglutaric acid 2HCl is a free amino acid derivative classified as a diamino dicarboxylic acid, featuring a glutaric acid backbone bearing two amino substituents and two carboxyl functional groups. The (2R,4R) stereochemical descriptors indicate defined chiral centers at the amino-bearing positions, and the "2HCl" denotes a dihydrochloride salt form in which the amine functionalities are protonated as chloride counterions. As a salt-stabilized, highly functionalized building block, it is used in peptide and peptidomimetic synthesis planning where additional amino functionality enables side-chain diversification, as well as in chemical biology and analytical workflows that require defined diamino dicarboxylic acid structures for labeling, conjugation, or structure-activity studies.
CAT No: CP05503
CAS No:390362-42-2
Synonyms/Alias:(2R,4R)-2,4-Diaminopentanedioicaciddihydrochloride;390362-42-2;C5H12Cl2N2O4;CTK8B9841;MolPort-023-331-662;5073AB;ANW-63282;AK-87782;KB-01280;TC-152027;(2R,4R)-Diaminoglutaricaciddihydrochloride
(2R,4R)-Diaminoglutaric acid 2HCl is a stereodefined, salt-form amino acid derivative featuring a glutaric acid backbone bearing two amino substituents, supplied as the dihydrochloride to ensure practical handling and improved water solubility for research workflows. Its defined (2R,4R) configuration and strongly basic amino functionality make it a useful building block for constructing polyamine-like motifs, preparing constrained amino acid frameworks, and generating reactive intermediates for downstream coupling chemistry in peptide and materials development. The hydrochloride salt form also supports reproducible dosing in synthesis and analytical method development where free-base amines may vary in protonation state.
1. Peptide And Peptidomimetic Building
(2R,4R)-Diaminoglutaric acid 2HCl is used as a stereodefined amino acid building block for assembling peptides and peptidomimetics that incorporate diamino-glutarate or polyamine-like segments. Researchers in peptide chemistry and medicinal chemistry commonly select this type of scaffold to introduce additional cationic functionality along the backbone, supporting the design of charged or multidentate analogs for structure-activity relationship studies and binding-site mimicry. The dihydrochloride salt form helps maintain consistent protonation of the amines during intermediate preparation and coupling steps, which can be important when generating defined charged peptide segments for subsequent purification and characterization.
2. Chemical Biology Crosslinking Precursors
(2R,4R)-Diaminoglutaric acid 2HCl serves as a practical precursor for preparing amine-rich linkers and crosslinking reagents used in chemical biology workflows. Protein interaction mapping and complex assembly studies often rely on bifunctional or multidentate amine-containing motifs to enable stable covalent attachment to biomolecule surfaces or to capture specific microenvironments through controlled conjugation chemistry. The presence of two amino functionalities on the glutarate framework provides multiple handles for derivatization into activated intermediates, allowing downstream attachment to proteins, peptides, or biomaterial surfaces while preserving the stereochemical integrity of the scaffold.
3. Biomaterials And Surface Functionalization
(2R,4R)-Diaminoglutaric acid 2HCl is applied in biomaterials development to introduce cationic, amine-rich functionality onto polymers, hydrogels, and other functional surfaces. Materials scientists and biomaterials engineers use diamino-glutarate motifs to tune surface charge density and provide reactive primary amines for subsequent coupling steps, such as attachment of biomolecules, incorporation into polymer networks, or further derivatization to introduce additional chemical groups. Supplying the compound as the dihydrochloride salt supports consistent handling in aqueous or mixed-solvent formulations, which is valuable when preparing reproducible surface functionalization chemistries and material batches for characterization.
4. Pharmaceutical Intermediate Synthesis
(2R,4R)-Diaminoglutaric acid 2HCl is also used as a chiral, amine-functional intermediate in pharmaceutical intermediate development and specialty chemical manufacturing. Process and R&D chemists leverage the defined (2R,4R) stereochemistry and the strongly basic diamino functionality to build more complex nitrogen-containing fragments used in medicinal chemistry programs, including scaffolds that require multiamine substitution patterns. The dihydrochloride form improves operational stability during intermediate handling and can simplify storage and weighing for multi-step synthesis sequences where protonation state control is important for reproducible downstream transformations.
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