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Catalog Number:
04121
CAS Number:
198560-43-9
Fmoc-3,4-difluoro-L-phenylalanine
Purity:
≥ 98% (HPLC)
Synonym(s):
Fmoc-L-Phe(3,4-DiF)-OH, Fmoc-3,4-difluoro-L-Phe-OH, Fmoc-Phe(3,4-DiF)-OH
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Product Information

Fmoc-3,4-difluoro-L-phenylalanine is a versatile amino acid derivative that plays a crucial role in peptide synthesis and drug development. This compound is particularly valued in the field of medicinal chemistry for its ability to introduce fluorine atoms into peptide structures, which can enhance the biological activity and stability of the resulting compounds. Its unique fluorinated phenyl group not only contributes to improved binding affinity in biological systems but also aids in the development of novel therapeutics targeting various diseases. Researchers utilize Fmoc-3,4-difluoro-L-phenylalanine in the synthesis of peptide-based drugs, where the incorporation of fluorine can lead to increased metabolic stability and reduced toxicity.

In addition to its applications in drug discovery, this compound is also employed in the development of advanced materials and bioconjugates. Its ability to facilitate the formation of stable peptide bonds makes it an essential building block for creating complex peptide sequences. The Fmoc protecting group allows for easy manipulation during synthesis, making it a preferred choice among chemists. With its unique properties and practical applications, Fmoc-3,4-difluoro-L-phenylalanine stands out as a valuable tool for researchers and industry professionals aiming to innovate in the fields of pharmaceuticals and materials science.

Synonyms
Fmoc-L-Phe(3,4-DiF)-OH, Fmoc-3,4-difluoro-L-Phe-OH, Fmoc-Phe(3,4-DiF)-OH
CAS Number
198560-43-9
Purity
≥ 98% (HPLC)
Molecular Formula
C24H19F2NO4
Molecular Weight
423.4
MDL Number
MFCD00672550
PubChem ID
2759189
Melting Point
165 - 168 ?C
Appearance
White to off-white powder
Optical Rotation
[a]20D = -42 ± 1 º (C=1 in DMF)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Fmoc-L-Phe(3,4-DiF)-OH, Fmoc-3,4-difluoro-L-Phe-OH, Fmoc-Phe(3,4-DiF)-OH
CAS Number
198560-43-9
Purity
≥ 98% (HPLC)
Molecular Formula
C24H19F2NO4
Molecular Weight
423.4
MDL Number
MFCD00672550
PubChem ID
2759189
Melting Point
165 - 168 ?C
Appearance
White to off-white powder
Optical Rotation
[a]20D = -42 ± 1 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-3,4-difluoro-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, where its protective Fmoc group allows for selective deprotection and coupling.
  • Drug Development: Its unique fluorinated structure can enhance the pharmacological properties of peptides, making it valuable in the design of novel therapeutics with improved efficacy and stability.
  • Bioconjugation: The compound is used in bioconjugation techniques, facilitating the attachment of peptides to various biomolecules, which is essential in creating targeted drug delivery systems.
  • Research in Protein Engineering: Researchers utilize this amino acid to study protein folding and stability, as the fluorine atoms can influence the interactions within protein structures.
  • Analytical Chemistry: It is employed in analytical methods to improve the detection and quantification of peptides in complex biological samples, aiding in biomarker discovery and validation.

Citations