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Catalog Number:
05755
CAS Number:
264276-42-8
Fmoc-4-fluoro-DL-phenylalanine
Purity:
≥ 98% (HPLC)
Synonym(s):
Fmoc-DL-Phe(4-F)-OH, Fmoc-p-fluoro-DL-Phe-OH, (RS-Fmoc-2-amino-3-(4-fluorophenyl)propionic acid
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Product Information

Fmoc-4-fluoro-DL-phenylalanine is a versatile amino acid derivative widely utilized in peptide synthesis and drug development. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is essential for the selective protection of amino groups during the synthesis of peptides. Its unique structure, characterized by the presence of a fluorine atom on the phenyl ring, enhances its reactivity and stability, making it an attractive choice for researchers in medicinal chemistry and biochemistry.

In practical applications, Fmoc-4-fluoro-DL-phenylalanine is particularly valuable in the synthesis of bioactive peptides, which can be used in therapeutic agents targeting various diseases. Its ability to facilitate the incorporation of fluorinated amino acids into peptides allows for the development of compounds with improved pharmacological properties. This compound is also instrumental in the study of protein interactions and the design of novel biomolecules, providing researchers with a powerful tool for advancing their work in drug discovery and development.

Synonyms
Fmoc-DL-Phe(4-F)-OH, Fmoc-p-fluoro-DL-Phe-OH, (RS-Fmoc-2-amino-3-(4-fluorophenyl)propionic acid
CAS Number
264276-42-8
Purity
≥ 98% (HPLC)
Molecular Formula
C24H20FNO4
Molecular Weight
405.4
MDL Number
MFCD00237667
PubChem ID
2759191
Melting Point
182-188 °C
Appearance
White powder
Conditions
Store at 0-8°C
General Information
Synonyms
Fmoc-DL-Phe(4-F)-OH, Fmoc-p-fluoro-DL-Phe-OH, (RS-Fmoc-2-amino-3-(4-fluorophenyl)propionic acid
CAS Number
264276-42-8
Purity
≥ 98% (HPLC)
Molecular Formula
C24H20FNO4
Molecular Weight
405.4
MDL Number
MFCD00237667
PubChem ID
2759191
Melting Point
182-188 °C
Appearance
White powder
Conditions
Store at 0-8°C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

Fmoc-4-fluoro-DL-phenylalanine is widely utilized in research focused on

  • Peptide Synthesis: This compound is a key building block in the synthesis of peptides, particularly in solid-phase peptide synthesis (SPPS), allowing for the incorporation of fluorinated amino acids that can enhance the stability and bioactivity of the resulting peptides.
  • Drug Development: Its unique properties make it valuable in the pharmaceutical industry for developing novel drugs, especially those targeting specific biological pathways where fluorine substitution can improve pharmacokinetics.
  • Bioconjugation: The chemical is used in bioconjugation processes, enabling the attachment of peptides to other biomolecules, which is crucial for creating targeted therapies and diagnostic agents.
  • Research in Protein Engineering: Researchers utilize this compound to study protein folding and stability, as the fluorine atom can influence the interactions within protein structures, providing insights into protein behavior.
  • Fluorinated Compound Studies: It serves as a model compound in studies exploring the effects of fluorination on biological activity, helping scientists understand how modifications can lead to improved therapeutic profiles.

Citations