2,3-Diaminobutyric acid

2,3-Diaminobutyric acid is a non-proteinogenic amino acid featuring a four-carbon backbone bearing two adjacent amino groups at the 2- and 3-positions along with a terminal carboxylic acid. The molecule contains both primary amine functionalities and the carboxyl group, enabling it to exist as a polycationic species under many conditions and to participate in amide-forming chemistry after activation of the carboxyl group. In peptide and peptidomimetic synthesis, it functions as a diamino building block for introducing additional nitrogen functionality into sequences and for structure-activity studies, conjugation handle design, and analytical method development involving amino acid derivatization.

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

CAT No: CP05201

CAS No:2643-66-5

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M.W/Mr.
118.02

2,3-Diaminobutyric acid is a non-proteinogenic amino acid featuring two primary amine groups on the side chain, providing strong opportunities for orthogonal functionalization and controlled charge during chemical synthesis. Its diamino functionality makes it a useful building block for constructing polyamine-like motifs, designing cationic peptide segments, and generating reactive intermediates for further derivatization in chemical biology workflows. Researchers typically handle it as a free amino acid or salt form depending on solubility needs, leveraging its two nucleophilic amines to tune reactivity and downstream conjugation chemistry.

1. Cationic Peptide Building Block

2,3-Diaminobutyric acid is used as a specialized amino acid building block to introduce a diamino side chain into peptides and peptidomimetics, enabling incorporation of strongly basic, polycationic character into defined sequences. Peptide synthesis groups employ it to prepare cationic peptide segments for structure-activity relationship studies, electrostatic binding investigations, and sequence-dependent material or surface interaction experiments where charge density is a key design variable. Because the side chain contains two primary amines, it supports downstream derivatization strategies that can be used to modulate net charge, introduce branching or crosslinkable handles, or generate defined functionalized analogs after peptide assembly.

2. Bioconjugation And Labeling Intermediate

2,3-Diaminobutyric acid serves as a practical intermediate for preparing amine-rich linkers and conjugation reagents used in chemical biology and biomaterials research. Teams working on protein or polymer modification rely on its two nucleophilic amines to build multivalent attachment motifs that can improve coupling efficiency or enable stepwise functionalization when one amine is selectively protected or transformed during reagent preparation. This makes the compound relevant for workflows that require controlled introduction of cationic groups, affinity-like electrostatics, or reactive amine functionality into labeling constructs, including amine-to-amine coupling strategies and subsequent derivatization into more specialized conjugates.

3. Crosslinker And Polymer Functionalization

2,3-Diaminobutyric acid is frequently selected for developing crosslinking and polymer functionalization schemes where multiamine chemistry is required to form stable linkages or to tune network charge characteristics. Materials scientists and industrial R&D groups use it to incorporate diamino functionality into building blocks that can be converted into crosslinkable derivatives, enabling preparation of cationic polymers, amine-functional coatings, and charge-tunable biomaterials. The presence of two primary amines supports higher density functionalization compared with monoamine amino acid analogs, which is advantageous when designing materials for electrostatic interactions, adsorption studies, or multivalent attachment to surfaces and substrates.

4. Pharmaceutical Intermediate Development

2,3-Diaminobutyric acid is also used as an amino acid-derived intermediate in medicinal chemistry and specialty chemical manufacturing when a diamino motif is needed to access further derivatization pathways. Process development teams value the compound as a feedstock for constructing amine-rich intermediates that can be transformed into heterocycle precursors, protected diamine building blocks, or other nitrogen-functional intermediates used in structure diversification campaigns. Its two primary amines provide multiple points for controlled functional group manipulation, supporting the creation of defined nitrogen substitution patterns that are commonly required in downstream synthesis of complex nitrogen-containing scaffolds.

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