N-Fmoc-7-fluoro-L-tryptophan CAS 1956434-65-3

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N-Fmoc-7-Fluoro-L-Tryptophan  CAS: 1956434-65-3  is a strategically valuable high-end non-natural amino acid synthetic building block. Its core characteristic involves the introduction of a fluorine atom at the seventh position of the tryptophan indole ring, a unique modification site that makes it a key chemical tool for exploring tryptophan functionality, developing novel peptide-based therapeutics, and creating precision biological probes.
The remarkable value of this molecule stems from the specific effects introduced by fluorination at the 7-position. Unlike the 6-fluoro isomer, which primarily alters electronic effects, the fluorine atom at the "bridgehead" position of the indole ring may exert more subtle yet critical influences on the molecular conformation and hydrogen bonding network. This unique "stereo-electronic effect" enables precise modulation of the interaction patterns between peptides containing this residue and biological targets (such as protein receptors or enzymes). Meanwhile, its α-amino group is protected by the standard Fmoc group, ensuring perfect compatibility with modern solid-phase peptide synthesis techniques.
Based on the aforementioned characteristics, N-Fmoc-7-fluoro-L-tryptophan demonstrates significant potential in multiple cutting-edge fields. In the development of innovative drugs, it is utilized to systematically optimize the properties of therapeutic peptides by introducing 7-fluorination to fine-tune peptide conformation, enhance binding affinity and selectivity for targets, and improve pharmacokinetic profiles, making it a valuable intermediate for developing highly active drug candidates. In fundamental biochemical research, it serves as a precise probe molecule, enabling scientists to deeply investigate the critical role of tryptophan residues in protein folding, recognition, and function, particularly the unique impact of 7-fluorination on biological processes.

 

 

 

    

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