2-Aminodecanoic acid is a free, non-aromatic amino acid featuring a ten-carbon aliphatic backbone with the amino group positioned at the 2-position relative to the terminal carboxylic acid, forming an α-amino acid framework. The molecule contains a primary amino group and a carboxylic acid functional group, with the side chain consisting of a linear alkyl chain that provides hydrophobic character and supports amide formation in peptide-like bond construction. As a chemically defined amino acid building block, it can be used in amino acid derivative synthesis, in the preparation of amide and peptide analogues, and as a substrate or reference compound in analytical method development for amino acid characterization.
CAT No: CP03301
CAS No:17702-88-4
Synonyms/Alias:2-Aminodecanoicacid;17702-88-4;2-amino-decanoicacid;2-Aminocapricacid;84277-81-6;D-2-Aminodecanoicacid;D-2-AMINO-DECANOICACID;DL-decyline;AC1L7BSV;Decanoicacid,2-amino-;SCHEMBL210622;07633_FLUKA;CTK0H4474;L-2-Aminodecanoicacid(S-form);JINGUCXQUOKWKH-UHFFFAOYSA-N;MolPort-003-925-583;9295AA;ANW-63296;LMFA01100003;NSC206258;NSC206259;AKOS009286743;AM82445;NSC-206258;NSC-206259
2-Aminodecanoic acid is a long-chain, aliphatic amino acid featuring a terminal primary amine and a carboxylic acid, enabling robust ionic interactions and straightforward derivatization in organic and polymer chemistry. Its extended hydrophobic side chain makes it particularly useful when amphiphilic character, membrane-like environments, or long-range spacing effects are desired in downstream materials and macromolecular constructs. As an unprotected amino acid, it is commonly handled as a building block for coupling reactions and for preparing functionalized derivatives used in chemical biology and industrial synthesis workflows.
1. Peptide And Amide Building Blocks
2-Aminodecanoic acid is used as a long-chain amino acid building block for preparing amide-linked structures and peptide-like fragments in custom peptide synthesis and medicinal chemistry intermediate development. Researchers value the terminal primary amine and carboxylic acid functionality for stepwise coupling strategies that introduce a hydrophobic spacer into bioactive scaffolds, surface-active peptides, or enzyme substrate analogs. The C10 aliphatic chain provides a defined length and lipophilic character that can be leveraged to tune solubility, aggregation behavior, and conformational preferences of the resulting amide or peptide-derived materials.
2. Biomaterials And Surface Functionalization
2-Aminodecanoic acid is frequently selected for biomaterials design where long hydrophobic segments are used to promote adsorption, interfacial assembly, or controlled presentation of functional groups on polymer surfaces. Materials scientists incorporate it into polymer backbones, grafted side chains, or surface coatings to modulate wettability and create amphiphilic architectures. The combination of a primary amine and carboxyl group supports common derivatization routes for attaching additional ligands, crosslinking handles, or hydrophilic spacers, enabling construction of functional coatings used in materials research and chemical biology platforms.
3. Chemical Biology Linkers And Probes
2-Aminodecanoic acid is used as a flexible linker component in chemical biology workflows that require a defined hydrophobic spacer between a reactive group and a biomolecule-recognition element. Its long aliphatic chain can help reduce steric constraints and influence local microenvironment around conjugated targets, which is useful when building amide-linked conjugates for assay development or labeling studies. Typical downstream applications include preparing intermediate derivatives for conjugation chemistry, constructing hydrophobic-tagged probes, and generating standardized linker reagents for method development in protein and biomolecule modification research.
4. Industrial Intermediate For Specialty Chemicals
2-Aminodecanoic acid serves as a practical feedstock for producing specialty chemical intermediates that rely on long-chain amino functionality, including surfactant-like amide derivatives, corrosion-inhibiting or lubricant-related additives, and polymer-reactive intermediates. Industrial formulators and process chemists use its bifunctional nature to access a range of downstream products via coupling and functional-group transformations, supporting manufacturing of long-chain amine-containing materials. The straight-chain hydrophobic segment contributes to performance-related properties such as phase behavior and compatibility with organic polymer matrices, making it a useful intermediate in industrial chemical development programs.
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