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Catalog Number:
02576
CAS Number:
177966-64-2
Fmoc-4-fluoro-D-phenylalanine
Purity:
≥ 98% (HPLC)
Synonym(s):
Fmoc-D-Phe(4-F)-OH, Fmoc-p-fluoro-D-Phe-OH
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Product Information

Fmoc-4-fluoro-D-phenylalanine is a valuable 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 ideal choice for researchers focused on developing novel therapeutics.

In practical applications, Fmoc-4-fluoro-D-phenylalanine is particularly beneficial in the synthesis of peptides that require high specificity and efficiency. It is commonly employed in the production of peptide-based drugs, where the incorporation of fluorinated amino acids can improve the pharmacokinetic properties of the resulting compounds. Additionally, its use in combinatorial chemistry and high-throughput screening allows for the rapid exploration of peptide libraries, facilitating the discovery of new bioactive molecules. Researchers and industry professionals can leverage the unique properties of this compound to enhance their projects in medicinal chemistry and biochemistry.

Synonyms
Fmoc-D-Phe(4-F)-OH, Fmoc-p-fluoro-D-Phe-OH
CAS Number
177966-64-2
Purity
≥ 98% (HPLC)
Molecular Formula
C24H20FNO4
Molecular Weight
405.4
MDL Number
MFCD00235900
PubChem ID
2759191
Melting Point
180 - 190 °C
Appearance
White to off-white powder
Optical Rotation
[a]20D = +30 to +40° (C=1 in DMF)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Fmoc-D-Phe(4-F)-OH, Fmoc-p-fluoro-D-Phe-OH
CAS Number
177966-64-2
Purity
≥ 98% (HPLC)
Molecular Formula
C24H20FNO4
Molecular Weight
405.4
MDL Number
MFCD00235900
PubChem ID
2759191
Melting Point
180 - 190 °C
Appearance
White to off-white powder
Optical Rotation
[a]20D = +30 to +40° (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-4-fluoro-D-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 (SPPS), allowing for the incorporation of fluorinated amino acids that can enhance the stability and activity of the resulting peptides.
  • Drug Development: Its unique properties make it valuable in pharmaceutical research, particularly in the development of drugs targeting specific receptors, where the fluorine atom can improve binding affinity and selectivity.
  • Bioconjugation: The compound is used in bioconjugation techniques, where it can be attached to other molecules, such as proteins or antibodies, to create targeted therapies or imaging agents in cancer research.
  • Analytical Chemistry: In analytical applications, it can be employed as a derivatizing agent to enhance the detection of amino acids and peptides in various samples, improving sensitivity and specificity in mass spectrometry.
  • Research in Neuroscience: Its incorporation into peptide sequences allows researchers to study neuropeptide interactions and signaling pathways, providing insights into neurological disorders and potential therapeutic targets.

Citations