1-amino-cyclohexanecarboxylic acid is a non-aromatic, cycloaliphatic amino acid featuring a cyclohexane ring bearing a carboxylic acid and a primary amino group on adjacent carbon positions, classifying it as a cyclic amino acid. The molecule contains both amino and carboxyl functional groups that can exist in zwitterionic form under aqueous conditions, and its conformationally constrained ring structure influences side-chain geometry relative to linear aliphatic amino acids. It is used as a defined building block in peptide and peptidomimetic synthesis, including studies that compare structure-property relationships arising from cyclohexyl-constrained amino acid side chains, as well as in analytical method development where a structurally distinct amino acid standard or substrate is required.
CAT No: CP19801
1-Amino-cyclohexanecarboxylic acid is a non-proteinogenic, cyclic aliphatic amino acid building block featuring a cyclohexyl side-chain and a carboxylic acid at the α-position. Its constrained, hydrophobic ring system makes it a useful scaffold for incorporating steric and conformational effects into peptide-like structures and peptidomimetics. As a free amino acid, it is commonly handled as a synthetic intermediate for downstream coupling and for preparing defined stereochemical or analog series in medicinal chemistry and materials research workflows.
1. Peptidomimetic Building Block
1-Amino-cyclohexanecarboxylic acid is used as a cyclic amino acid building block for peptidomimetic design, where the conformational constraint and hydrophobic cyclohexyl side-chain help tune shape, sterics, and local physicochemical properties of peptide analogs. Medicinal chemistry groups and custom synthesis providers employ it to assemble analog series that probe structure-activity relationships in lead optimization, particularly when researchers want to replace more flexible side chains with a rigid, aliphatic ring. In these workflows, the amino and carboxylic acid functionality supports standard coupling strategies to generate amide-linked fragments for solution-phase or solid-phase assembly of peptide-like scaffolds.
2. Pharmaceutical Intermediate Development
1-Amino-cyclohexanecarboxylic acid is frequently selected as a practical intermediate for the preparation of higher-value amino acid derivatives used in pharmaceutical intermediate manufacturing. Process and R&D chemists incorporate this cyclic amino acid into downstream synthetic routes to access defined, hydrophobic amino acid motifs that can be further functionalized into protected forms, activated esters, or other coupling-ready derivatives. This makes it a common choice when developers need a stable, commercially tractable starting unit to build complex amide-containing intermediates for medicinal chemistry programs, including route development and scale-up-oriented synthesis planning.
3. Polymer And Biomaterials Monomer
1-Amino-cyclohexanecarboxylic acid is also applied in biomaterials and polymer chemistry as a monomeric amino acid component for constructing amide-rich materials and peptide-inspired polymers. Materials researchers use its cyclic, hydrophobic character to modulate backbone hydrophobicity, packing, and mechanical or surface properties in polymer networks and coatings derived from amino acid motifs. By leveraging the primary amino and carboxylic acid groups, it can be incorporated into polymer architectures through established coupling or condensation workflows, enabling the preparation of defined, amino-acid-derived materials for chemical biology and materials characterization studies.
4. Chiral Analog Synthesis
1-Amino-cyclohexanecarboxylic acid is commonly employed in chiral synthesis programs aimed at generating cyclohexyl-containing amino acid analogs for structure-property studies. Synthetic chemistry teams use it as a starting point to access defined stereochemical variants or to build analog libraries where the rigid cyclic side-chain is retained while stereochemistry at the amino acid center is controlled downstream. This approach is particularly useful in research settings where defined stereochemical series are needed for comparative evaluation of physicochemical behavior in peptide-like constructs, including analogs used for binding studies, stability screening, or analytical method development.
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