(R)-2-(2-((9H-fluoren-9-yl)oxy)acetamido)-5,5,5-trifluoropentanoic Acid丨CAS 144207-42-1

This compound is a chiral, fluorinated amino acid derivative commonly used in peptide synthesis and medicinal chemistry. It serves as a protected building block for the stepwise construction of peptides, particularly in solid-phase peptide synthesis (SPPS), where the fluorenylmethyloxycarbonyl (Fmoc) group provides temporary protection of the amino function. The trifluoromethyl group imparts unique physicochemical properties to peptides, such as increased metabolic stability, enhanced lipophilicity, and potential improvements in binding affinity for target proteins. It is widely applied in the design of novel bioactive peptides, enzyme inhibitors, and drug candidates, as well as in research exploring fluorinated amino acids for structure-activity relationship (SAR) studies and peptide-based therapeutics.

The primary benefits of this compound lie in its chiral purity, Fmoc protection, and trifluoromethyl functionality. Its stereochemical precision ensures consistent and predictable peptide folding and bioactivity, which is critical for the development of effective therapeutics. The trifluoromethyl group enhances the stability and lipophilicity of peptides, improving cell permeability and metabolic resistance, while the Fmoc protecting group allows efficient, high-yield synthesis with minimal side reactions. Collectively, these features enable researchers to design potent, stable, and structurally diverse peptides for drug discovery, biochemical studies, and novel material development.