1-Aminocyclopropane-1-carboxylic acid is a cyclopropane-containing amino acid featuring a carboxylic acid and a primary amino group on the same substituted carbon of the cyclopropane ring, classifying it as a non-proteinogenic, structurally constrained amino acid. The rigid cyclopropane framework restricts conformational flexibility relative to acyclic amino acids, while the side-chain functionality is embedded in the ring substitution pattern; stereochemistry is not specified in the product name, so no configuration is assigned. In synthesis and chemical biology, the molecule is used as a precursor for incorporating cyclopropyl-constrained residues into peptide analogues or as a substrate for studying how ring strain and conformational restriction affect structure-activity relationships and analytical behavior.
CAT No: CP20101
CAS No:22059-21-8
Synonyms/Alias:1-Aminocyclopropanecarboxylicacid;1-Aminocyclopropane-1-carboxylicacid;22059-21-8;1-Amino-1-cyclopropanecarboxylicacid;Carboxycyclopropylamine;Cyclopropanecarboxylicacid,1-amino-;1-aminocyclopropancarbons;alpha-Aminocyclopropanecarboxylicacid;AMINOCYCLOPROPANECARBOXYLICACID;CB1703;UNII-3K9EJ633GL;CHEMBL265325;CHEBI:18053;ACC;PAJPWUMXBYXFCZ-UHFFFAOYSA-N;1-Amino-CyclopropanecarboxylicAcid;IN1537;MFCD00009944;NSC98430;SBB065741;1-amino-cyclopropane-1-carboxylicacid;BRN2076413;.alpha.-Aminocyclopropanecarboxylicacid;1-aminocyclopropane-1-carboxylate;AMINOCYCLOPROPANE-1-CARBOXYLICACID
1-Aminocyclopropane-1-carboxylic acid is a cyclopropyl-containing amino acid analog featuring a primary amino group and a carboxylic acid, making it a compact, conformationally constrained building block for chemical biology and analytical studies. In research workflows, it is used as a defined small-molecule substrate analog to probe ethylene-related biochemical systems and to support quantitative measurements where a structurally specific amino acid reference is required. Its rigid cyclopropane motif and simple functional group set enable straightforward handling in derivatization and LC-MS/MS or GC-based analytical methods.
1. Ethylene Pathway Probing
1-Aminocyclopropane-1-carboxylic acid is used by plant and plant-microbe research groups to support ethylene pathway studies in controlled experimental systems, where a defined amino acid analog is needed to interrogate ethylene-associated biosynthetic steps. Researchers typically employ it in biochemical assays and uptake/turnover experiments to generate reproducible inputs for pathway interrogation, rather than relying on less defined mixtures. The constrained cyclopropane side chain helps maintain structural specificity, supporting studies that require a consistent small-molecule reference for comparing pathway responses across genotypes, treatments, or time courses.
2. Metabolic Tracer Quantification
1-Aminocyclopropane-1-carboxylic acid is also used in metabolic research and analytical method development as a defined compound for quantitative workflows that track small-molecule dynamics in extracts or reaction mixtures. Analytical teams use it to establish calibration standards, retention-time references, and derivatization performance checks for LC-MS/MS or GC methods targeting cyclopropyl amino acid species and related metabolites. Because the molecule contains both an amino and a carboxyl group, it is amenable to common derivatization strategies used to improve chromatographic behavior and ionization, supporting robust quantification in complex biological matrices.
3. Chemical Biology Substrate Analog
1-Aminocyclopropane-1-carboxylic acid serves as a substrate analog in chemical biology experiments designed to evaluate enzyme activity, pathway kinetics, or inhibitor effects in ethylene-related biochemical contexts. Chemical biology groups use it to create controlled, reagent-defined conditions for comparing relative rates or product formation under different experimental parameters. The straightforward functional group pattern (primary amine and carboxylic acid) supports reproducible preparation of dosing solutions and consistent downstream sample processing, which is important for experiments where small differences in input composition can affect kinetic readouts.
4. Pharmaceutical Intermediate Reference
1-Aminocyclopropane-1-carboxylic acid is used in pharmaceutical intermediate development and specialty chemical manufacturing as a structurally defined cyclopropyl amino acid reference material for process development and analytical verification. Development chemists rely on it to confirm identity in intermediate characterization workflows and to support method qualification for assays that monitor cyclopropyl amino acid-related species. Its compact scaffold and functional group simplicity make it a practical benchmark compound for verifying derivatization, chromatography, and mass spectrometric detection performance during scale-up and quality-control style analytical development.
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