(5S,2S)-2,5-Diaminoadipic acid 2HCl is a diamino dicarboxylic amino acid derivative featuring the adipic acid backbone with amino substituents at the 2- and 5-positions, and stereochemistry specified as (5S,2S). As the dihydrochloride salt, the molecule bears two carboxylic acid groups and two primary amino groups that are protonated under acidic salt conditions, enabling formation of stable ionic interactions with chloride while retaining the free amino acid functionality for subsequent derivatization. It is used as a building block in peptide and peptidomimetic synthesis and as a chemically defined substrate for preparing more complex amino acid derivatives, including protected analogues and conjugation-ready intermediates for chemical biology and analytical labeling workflows.
CAT No: CP05102
CAS No:188181-71-7
Synonyms/Alias:188181-71-7;(5S,2S)-2,5-Diaminoadipicacid2HCl;SC-10135;(5S,2S)-2,5-Diaminoadipicaciddihydrochloride
(5S,2S)-2,5-Diaminoadipic acid 2HCl is a chiral diamino dicarboxylic acid salt used as a building block for peptide and peptidomimetic synthesis, featuring two amino groups positioned on a linear adipic acid backbone. Supplied as the dihydrochloride, it provides enhanced handling and salt-state stability for downstream coupling and intermediate preparation. This defined stereochemistry and bifunctional amino functionality make it a practical reagent when a controlled incorporation of a diamino adipic segment is required in synthetic workflows.
1. Diaminodicarboxylic Building Block
(5S,2S)-2,5-Diaminoadipic acid 2HCl is used to introduce a stereochemically defined diamino adipic acid motif into peptide-like structures and constrained peptidomimetics. Researchers in medicinal chemistry and peptide materials development rely on this scaffold to access linear or segmental designs where two amino functionalities are needed for stepwise functionalization, subsequent coupling, or orthogonal derivatization. The dihydrochloride form supports routine reagent handling in synthesis planning where salt-state stability and reproducible stoichiometry are important for multi-step assembly.
2. Peptide And Amide Coupling
(5S,2S)-2,5-Diaminoadipic acid 2HCl serves as a coupling-relevant amino acid building block for constructing amide-rich sequences and intermediate fragments where the diamino side enables further elaboration after incorporation. Custom peptide synthesis groups use it to prepare defined segments for solution-phase or solid-phase workflows that require a diamino dicarboxylic unit rather than a single-protected amino acid. The presence of two amino groups supports downstream derivatization strategies that are commonly used to tune solubility, introduce additional reactive handles, or enable sequential assembly of larger constructs.
3. Pharmaceutical Intermediate Development
(5S,2S)-2,5-Diaminoadipic acid 2HCl is widely applied in the development of pharmaceutical intermediates and specialty syntheses requiring a chiral diamino adipic acid precursor. Process and R&D chemists use it to access protected derivatives and branching intermediates that can be carried forward into larger heterocycle-forming sequences, linker syntheses, or nitrogen-rich fragments. The salt form is particularly useful during intermediate screening and scale-up planning, where consistent material form and controlled reactivity are beneficial for reliable downstream transformations.
4. Bioconjugation Linker Precursor
(5S,2S)-2,5-Diaminoadipic acid 2HCl is a practical precursor for preparing bifunctional linkers used in chemical biology and bioconjugation workflows. Teams developing conjugates often derive it into protected or selectively functionalized intermediates so that one amino functionality can be reserved for coupling to biomolecules while the other supports attachment to a second reagent, tag, or polymeric component. Its defined stereochemistry and diamino backbone help maintain structural consistency across batches when building linker architectures for labeling, immobilization, or reagent conjugation studies.
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