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Catalog Number:
03916
CAS Number:
198560-68-8
Fmoc-3-fluoro-L-phenylalanine
Purity:
≥ 98% (HPLC)
Synonym(s):
Fmoc-L-Phe(3-F)-OH, Fmoc-m-fluoro-L-Phe-OH
Documents
$43.87 /1G
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Product Information

Fmoc-3-fluoro-L-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 fluorine substitution enhances the compound's properties, making it particularly valuable in the design of fluorinated peptides that can exhibit improved biological activity and stability. Researchers in medicinal chemistry and biochemistry often leverage Fmoc-3-fluoro-L-phenylalanine for the development of novel therapeutics, as it allows for the incorporation of fluorine into peptide sequences, which can significantly influence pharmacokinetics and receptor interactions.

In addition to its role in peptide synthesis, this compound is also beneficial in the study of protein interactions and structure-function relationships. Its ability to modify peptide properties while maintaining compatibility with standard coupling reagents makes it an attractive choice for researchers aiming to create tailored peptides for specific applications. The use of Fmoc-3-fluoro-L-phenylalanine can lead to advancements in drug design, particularly in targeting specific biological pathways or enhancing the efficacy of peptide-based drugs.

Synonyms
Fmoc-L-Phe(3-F)-OH, Fmoc-m-fluoro-L-Phe-OH
CAS Number
198560-68-8
Purity
≥ 98% (HPLC)
Molecular Formula
C24H20FNO4
Molecular Weight
405.4
MDL Number
MFCD00672328
PubChem ID
3625607
Melting Point
150 - 161 ?C
Appearance
White to off-white powder
Optical Rotation
[a]D20 = -40 to -46 º (C=1 in DMF)
Conditions
Store at 0-8 °C
General Information
Synonyms
Fmoc-L-Phe(3-F)-OH, Fmoc-m-fluoro-L-Phe-OH
CAS Number
198560-68-8
Purity
≥ 98% (HPLC)
Molecular Formula
C24H20FNO4
Molecular Weight
405.4
MDL Number
MFCD00672328
PubChem ID
3625607
Melting Point
150 - 161 ?C
Appearance
White to off-white powder
Optical Rotation
[a]D20 = -40 to -46 º (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-3-fluoro-L-phenylalanine is widely utilized in research focused on:

  • Peptide Synthesis: This compound is commonly used as a building block in solid-phase peptide synthesis, allowing researchers to create complex peptides with high specificity and efficiency.
  • Drug Development: Its unique fluorinated structure can enhance the pharmacological properties of peptide-based drugs, making it valuable in pharmaceutical research for developing new therapeutics.
  • Bioconjugation: The Fmoc protecting group facilitates the selective modification of peptides, which is essential in creating bioconjugates for targeted drug delivery systems.
  • Protein Engineering: Researchers utilize this compound to introduce fluorinated amino acids into proteins, which can alter their stability and activity, providing insights into protein function.
  • Analytical Chemistry: It serves as a useful standard in various analytical techniques, aiding in the characterization and quantification of peptides in complex mixtures.

Citations