Description

4-Fluoro-alpha-methyl-D-phenylalanine (CAS No. 422568-68-1) is a high-purity fluorinated amino acid derivative widely used in pharmaceutical research, peptide synthesis, and biochemical studies. This compound features a chiral alpha-methyl group and a 4-fluorophenyl moiety, making it valuable for modulating peptide conformation, enhancing metabolic stability, and studying enzyme-substrate interactions. With the molecular formula C₁₀H₁₂FNO₂, it is supplied as a white to off-white crystalline powder with ≥95% HPLC purity, ensuring consistency for sensitive applications. Ideal for medicinal chemistry, it serves as a building block for novel therapeutics targeting neurological disorders and metabolic diseases. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 422568-68-1
• Complexity: 214
• IUPAC Name: (2R)-2-amino-3-(4-fluorophenyl)-2-methyl-propanoic acid
• InChI: InChI=1S/C10H12FNO2/c1-10(12,9(13)14)6-7-2-4-8(11)5-3-7/h2-5H,6,12H2,1H3,(H,13,14)/t10-/m1/s1
• InChI Key: BBRMBENCQBOTHY-SNVBAGLBSA-N
• Exact Mass: 197.08520679
• Molecular Formula: C10H12FNO2
• Molecular Weight: 197.21
• SMILES: C[C@@](CC1=CC=C(C=C1)F)(C(=O)O)N
• Topological: 63.3
• Monoisotopic Mass: 197.08520679
• Synonyms: 422568-68-1, 4-Fluoro-alpha-methyl-D-phenylalanine, DTXSID40562117, DTXCID80512893, (R)-2-Amino-3-(4-fluorophenyl)-2-methylpropanoic acid, alpha-Methyl-D-4-Fluorophenylalanine, alpha-methyl-D-4-Fluorophe, (2R)-2-AMINO-3-(4-FLUOROPHENYL)-2-METHYLPROPANOIC ACID, alpha-methyl-L-4-Fluorophe, H-4-fluoro-alpha-Me-D-Phe-OH, H-4-fluoro–Me-D-Phe-OH, SCHEMBL9079628, 4-Fluoro-a-methyl-D-phenylalanine, (R)-alpha-Methyl4-fluorophenylalaine, MFCD08061614, AKOS006286921, PS-12888, CS-0452353, F97769, (S)-alpha-Methyl-4-fluorophenylalanine, (S)-2-Amino-2-methyl-3-(4′-fluorophenyl)propanoic acid (H-L-aMePhe(4-F)-OH)

4-Fluoro-alpha-methyl-D-phenylalanine is primarily used in peptide modification to enhance resistance to enzymatic degradation. Researchers employ it in structure-activity relationship (SAR) studies to optimize drug potency and selectivity. It also serves as a precursor for radiopharmaceuticals and PET tracer development due to its fluorine moiety. Applications extend to probing enzyme mechanisms in amino acid metabolism and neurotransmitter synthesis.

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