Fmoc-Ser(HPO3Bzl)-OH CAS 908847-01-8

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N-Fmoc-6-fluoro-L-Tryptophan (CAS: 908847-01-8) is a high-performance fluorinated amino acid building block that plays a key role in modern biomedical research. Its molecular structure introduces a single fluorine atom at the sixth position of the natural tryptophan indole ring, while the alpha amino group is protected by the Fmoc group. This ingenious design makes it a powerful chemical tool for precise fluorination modification in peptides and proteins.
The core value of this compound lies in the unique property changes brought about by the introduction of fluorine atoms. Fluorine atoms have extremely strong electronegativity and small atomic radius, and their substitution can significantly alter the electron distribution, hydrophobicity, and metabolic stability of the parent molecule, without causing severe disturbances to the three-dimensional spatial conformation of the molecule. This characteristic, known as the 'fluorine atom effect', enables the intermediate to act as a 'protective fluorotryptophan monomer' and accurately embed into specific sequence sites in solid-phase peptide synthesis, thereby efficiently preparing structurally determined fluorinated peptides.
Based on this outstanding feature, the application of N-Fmoc-6-fluoro-L-Tryptophan spans multiple cutting-edge fields. In drug development, it is a key building block for developing new peptide drugs. Fluorination modification can effectively enhance the affinity between peptides and targets (such as receptors or enzymes), improve their membrane permeability, and significantly prolong their in vivo half-life. This is particularly important in the design of anti-tumor and anti infective drugs. In the field of biochemistry, it is used to prepare fluorinated probes, which study the structure and functional dynamics of proteins through techniques such as nuclear magnetic resonance, and deeply explore the mechanism of the influence of fluorinated amino acids on biomolecules. In addition, its unique aromatic fluoride structure also makes it a valuable raw material for developing advanced biomaterials, such as fluorescent sensors or functional polymers with special optical responses.

 

 

 

 

    

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