2,5-Diaminoadipic acid 2HCl

2,5-Diaminoadipic acid 2HCl is a diamino dicarboxylic amino acid derivative in which the adipic acid backbone bears two primary amino substituents at the 2- and 5-positions, along with two carboxylic acid functional groups. As the dihydrochloride salt, the molecule exists as a protonated, chloride-associated form that carries cationic amino sites, which influences solubility and chemoselectivity during handling and coupling chemistry. In synthesis and chemical biology, this salt form is used as a building block for preparing polyamine-containing linkers and for constructing peptides, peptidomimetics, and other amino-acid-derived scaffolds where a bis-amino functionality provides orthogonal or sequential derivatization options.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP05101

CAS No:52408-04-5

Synonyms/Alias:2,5-Diaminoadipicaciddihydrochloride;52408-04-5;2,5-DIAMINOHEXANEDIOICACIDDIHYDROCHLORIDE;(5R,2R)-2,5-DIAMINOADIPICACIDDIHYDROCHLORIDE;2,5-Diaminoadipicacid2HCl;C6H14Cl2N2O4;SCHEMBL11780148;CTK8B8265;MolPort-008-155-530;2,5-DIAMINOADIPICACID2HCL;7391AB;ANW-59823;AKOS005256266;2,5-Diaminoadipicaciddihydrochloride;(5R,2S)-2,5-Diaminoadipicacid2HCl;AK-35475;AM005059;SC-10134;SC-10137;KB-225810;TX-011666;FT-0647502;(5R,2S)-2,5-DIAMINOADIPICACIDDIHYDROCHLORIDE;(5S,2S)-2,5-DIAMINOADIPICACIDDIHYDROCHLORIDE

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M.F/Formula
C6H14Cl2N2O4
M.W/Mr.
248.08

2,5-Diaminoadipic acid 2HCl is a diamino dicarboxylic acid salt used as a chemically robust building block in peptide and peptidomimetic chemistry. Its two primary amino groups enable stepwise functionalization toward bifunctional linkers, crosslinking motifs, or diamino-substituted scaffolds, while the dihydrochloride form improves handling as a crystalline salt for downstream coupling workflows. In research and development settings, this material is selected when a stable, readily derivatizable diamine motif is required for constructing polyamide-like structures or for preparing amine-rich intermediates.

1. Peptidomimetic Building Blocks

2,5-Diaminoadipic acid 2HCl is used by medicinal chemistry and peptide research groups to introduce a diaminoadipate segment into peptidomimetic scaffolds and amide-rich linkers. The presence of two primary amino groups supports sequential derivatization and controlled installation of substituents, enabling structure-activity relationship studies where spacing and substitution patterns around the diamine are tuned. In custom peptide or scaffold synthesis workflows, the dihydrochloride salt form is often favored for consistent reagent handling and reliable conversion into activated derivatives for subsequent coupling steps.

2. Polyamide And Polymer Linkers

2,5-Diaminoadipic acid 2HCl serves as a practical diamine precursor for developing amine-functional linkers and polyamide-type materials in industrial and materials research. The bifunctional amine character supports incorporation into chain-growth or step-growth polymer architectures where diamine units are needed to control crosslink density, mechanical properties, or chemical stability. Teams working on specialty polymers, coatings, and biomaterials commonly source this salt when a reactive, amine-rich monomer is required to build robust networks or to introduce pendant amino functionality for later post-modification.

3. Crosslinker And Conjugation Intermediates

2,5-Diaminoadipic acid 2HCl is frequently selected as an intermediate for preparing bifunctional conjugation reagents and crosslinking motifs used in chemical biology and protein/material modification workflows. With two primary amino groups available for derivatization, it can be routed into amine-reactive or protected-amine intermediates that allow controlled attachment to biomolecules, surfaces, or polymer backbones. Researchers designing multivalent constructs such as amine-to-amine coupling handles or spacer arms for conjugation studies rely on this salt form to support reproducible downstream chemistry and to maintain high reactivity of the amine functionality during intermediate preparation.

4. Analytical And Derivatization Standards

2,5-Diaminoadipic acid 2HCl is also used in analytical method development and derivatization studies where defined diamino acid motifs are required as reference materials. In workflows that evaluate derivatization efficiency, calibration behavior, or chromatographic response for amino-group-containing analytes, a diaminoadipate salt provides a chemically well-defined target for instrument qualification and reagent performance checks. Analytical chemistry teams commonly employ it when they need a stable, amine-rich compound to benchmark derivatization and detection strategies for related amino-containing building blocks.

InChI
1S/C6H12N2O4.2ClH/c7-3(5(9)10)1-2-4(8)6(11)12;;/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12);2*1H
InChI Key
OLQCFLWGFNLVME-UHFFFAOYSA-N
Canonical SMILES
C(CC(C(=O)O)N)C(C(=O)O)N.Cl.Cl

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