FMOC-L-3-Fluorophe, CAS No. 198560-68-8

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198560-68-8

Catalog No. EBD2200695

CAS 198560-68-8

Name FMOC-L-3-Fluorophe

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Basic Information

Synonyms: Fmoc-3-Fluoro-L-phenylalanine Fmoc-L-3-Fluorophe Fmoc-Phe(3-F)-OH L-Phenylalanine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-fluoro- n-alpha-(9-fluorenylmethyloxycarbonyl)-l-3-fluoro-phenylalanine n-alpha-(9-fluorenylmethoxycarbonyl)-e-fluoro-l-phenylalanine n-(9-fluorenylmethoxycarbonyl)-3-fluorophenyl-l-alanine rarechembkpt0027 (s)-n-fmoc-3-fluorophenylalanine (s)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-3-(3-fluoro-phenyl)-propionicacid l-3-fluorophenylalanine,fmocprotected fmoc-3-fluoro-l-phe Fmoc-L-3-Fluorophenylalanine fmoc-m-fluoro-phe-oh fluorenylmethoxycarbonyl-l-3-fluorophenylalanine

Molecular Formula: C24H20FNO4

Molecular Weight: 405.42

MDL Number: MFCD00672328

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

Fmoc-L-3-fluorophenylalanine is a non-natural, fluorinated amino acid derivative. Its structure features a 3-fluorophenyl group on the side chain and is protected at the N-terminus by a 9-fluorenylmethoxycarbonyl (Fmoc) group, which is standard for solid-phase peptide synthesis (SPPS). This compound is primarily used as a specialized building block in peptide chemistry and medicinal chemistry research. The incorporation of fluorine into the phenylalanine side chain can significantly alter the physicochemical properties of the resulting peptide, such as its lipophilicity, metabolic stability, and binding affinity to biological targets. It is therefore a valuable tool for structure-activity relationship (SAR) studies and for developing peptide-based therapeutics, including potential enzyme inhibitors or receptor modulators. As an Fmoc-protected amino acid, it is directly compatible with standard Fmoc-SPPS protocols. Its use allows for the efficient and controlled synthesis of peptides containing fluorinated aromatic residues, which are of interest in drug discovery for their potential to enhance bioavailability and target selectivity.

Physical Properties

Melting Point: 155.8 °C

Boiling Point: 618.1 °C at 760 mmHg

Flash Point: 327.6 °C

Density: 1.317 g/cm3

Storage: 2-8°C