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Catalog Number:
15355
CAS Number:
270063-43-9
Fmoc-pentafluoro-L-β-homophenylalanine
Synonym(s):
Fmoc-L-β-HomoPhe(F)5-OH, Fmoc-(S-3-amino-4-(pentafluorophenyl)butyric acid
Documents
$100.05 /25MG
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Product Information

Fmoc-pentafluoro-L-b-homophenylalanine is a specialized amino acid derivative that plays a crucial role in peptide synthesis and drug development. This compound is recognized for its unique pentafluorophenyl group, which enhances the stability and lipophilicity of peptides, making it an invaluable tool in medicinal chemistry and biochemistry. Its Fmoc (fluorenylmethyloxycarbonyl) protecting group allows for selective deprotection, facilitating the synthesis of complex peptides with high purity and yield. Researchers utilize Fmoc-pentafluoro-L-b-homophenylalanine in the development of peptide-based therapeutics, particularly in the design of inhibitors and modulators for various biological targets. Its distinct properties enable the creation of peptides with improved pharmacokinetic profiles, which is essential for advancing drug discovery efforts.

Moreover, this compound is advantageous in solid-phase peptide synthesis (SPPS), where its unique characteristics can lead to enhanced reaction efficiency and product quality. The incorporation of Fmoc-pentafluoro-L-b-homophenylalanine into peptide sequences can also improve binding affinity and specificity, making it a preferred choice for researchers aiming to optimize peptide interactions in biological systems.

Synonyms
Fmoc-L-β-HomoPhe(F)5-OH, Fmoc-(S-3-amino-4-(pentafluorophenyl)butyric acid
CAS Number
270063-43-9
Molecular Formula
C25H18F5NO4
Molecular Weight
491.41
MDL Number
MFCD01861039
PubChem ID
53397959
Melting Point
198-204 °C
Appearance
White powder
Optical Rotation
[a]D25 = -14 ± 2º (C=1 in DMF)
Conditions
Store at 0-8 °C
General Information
Synonyms
Fmoc-L-β-HomoPhe(F)5-OH, Fmoc-(S-3-amino-4-(pentafluorophenyl)butyric acid
CAS Number
270063-43-9
Molecular Formula
C25H18F5NO4
Molecular Weight
491.41
MDL Number
MFCD01861039
PubChem ID
53397959
Melting Point
198-204 °C
Appearance
White powder
Optical Rotation
[a]D25 = -14 ± 2º (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-b-homophenylalanine 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 unique fluorinated amino acids that enhance the properties of the resulting peptides.
  • Drug Development: Its unique structure and properties make it valuable in the pharmaceutical industry for developing new drugs, particularly those targeting specific receptors or pathways, improving efficacy and selectivity.
  • Bioconjugation: The fluorinated side chains can be used to create bioconjugates, which are essential in developing targeted therapies and imaging agents, providing better tracking and targeting in biological systems.
  • Material Science: In materials research, this compound can be utilized to create advanced materials with enhanced thermal and chemical stability, making it suitable for high-performance applications.
  • Research on Protein Folding: It aids in studying protein folding and stability, as the fluorinated residues can influence the folding pathways and interactions, providing insights into protein behavior in various environments.

Citations