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Catalog Number:
07184
CAS Number:
205526-32-5
Fmoc-pentafluoro-L-phenylalanine
Purity:
≥ 98% (HPLC)
Synonym(s):
Fmoc-L-Phe(F)5-OH, Fmoc-pentafluoro-L-Phe-OH, (S)-Fmoc-2-amino-(3-pentafluorophenyl)propionic acid
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Product Information

Fmoc-pentafluoro-L-phenylalanine is a highly specialized amino acid derivative that plays a crucial role in peptide synthesis and drug development. This compound features a unique pentafluorophenyl group, which enhances its hydrophobic properties and stability, making it an excellent choice for researchers focused on developing potent pharmaceuticals and advanced materials. Its Fmoc (9-fluorenylmethoxycarbonyl) protecting group allows for easy incorporation into peptide chains while facilitating selective deprotection, streamlining the synthesis process.

Researchers in medicinal chemistry and biochemistry can leverage Fmoc-pentafluoro-L-phenylalanine for the design of novel peptides with improved bioactivity and selectivity. Its application extends to the development of peptide-based therapeutics, where the incorporation of fluorinated amino acids can significantly enhance the pharmacokinetic properties of the resulting compounds. This makes it an invaluable tool for scientists aiming to optimize drug candidates and explore new therapeutic avenues.

Synonyms
Fmoc-L-Phe(F)5-OH, Fmoc-pentafluoro-L-Phe-OH, (S)-Fmoc-2-amino-(3-pentafluorophenyl)propionic acid
CAS Number
205526-32-5
Purity
≥ 98% (HPLC)
Molecular Formula
C24H16F5NO4
Molecular Weight
477.4
MDL Number
MFCD00270612
PubChem ID
2759203
Appearance
White solid
Optical Rotation
[a]25D = -35.2 ± 2 ° (C=1 in DMF)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Fmoc-L-Phe(F)5-OH, Fmoc-pentafluoro-L-Phe-OH, (S)-Fmoc-2-amino-(3-pentafluorophenyl)propionic acid
CAS Number
205526-32-5
Purity
≥ 98% (HPLC)
Molecular Formula
C24H16F5NO4
Molecular Weight
477.4
MDL Number
MFCD00270612
PubChem ID
2759203
Appearance
White solid
Optical Rotation
[a]25D = -35.2 ± 2 ° (C=1 in DMF)
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-pentafluoro-L-phenylalanine is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a key building block in the synthesis of peptides, particularly in solid-phase peptide synthesis, allowing for the incorporation of fluorinated amino acids that enhance peptide stability and bioactivity.
  • Drug Development: Its unique fluorinated structure is beneficial in medicinal chemistry, where it can improve the pharmacokinetic properties of drug candidates, making them more effective and selective.
  • Bioconjugation: Researchers use this compound to create bioconjugates, which are essential in developing targeted therapies and diagnostic agents, particularly in cancer treatment.
  • Material Science: The fluorinated properties contribute to the development of advanced materials with improved chemical resistance and thermal stability, useful in coatings and electronics.
  • Research on Protein Folding: It aids in studies related to protein folding and stability, providing insights into protein interactions and functions, which is crucial for understanding various biological processes.

Citations