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CS-W001157 4
Total: USD 88.00

H-Phe(3-F)-OH

  • CAS No. 19883-77-3

  • Cat. No. CS-0011429
  • Purity≥97%
  • MDL No.MFCD00066450

*For research and further manufacturing use only, not for direct human use.

H-Phe(3-F)-OH|CS-0011429

Structure of 19883-77-3

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General Information

  • CAS No. 19883-77-3
  • Cat. No. CS-0011429
  • Purity ≥97%
  • MDL No. MFCD00066450
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀FNO₂
  • Molecular Weight 183.18
  • Synonym(s) 3-Fluoro-L-phenylalanine; L-3-Fluorophenylalanine; m-Fluoro-L-phenylalanine; H-m-Fluoro-Phe-OH; H-Phe(3-F)-OH
  • SMILES FC1=CC(C[C@H](N)C(O)=O)=CC=C1

Description

H-Phe(3-F)-OH is a fluorinated phenylalanine derivative featuring a meta-fluoro substitution on the aromatic ring. This electron-withdrawing group enhances metabolic stability and modulates binding affinity in peptide-based applications. The hydroxyl terminus enables straightforward conjugation or further functionalization, making it valuable for bioconjugation and peptidomimetic design.

Application

H-Phe(3-F)-OH serves as a valuable building block for the synthesis of bioactive peptides and pharmaceutical intermediates. The meta-fluorophenylalanine residue enhances metabolic stability and modulates electronic properties, enabling improved receptor binding affinity in peptide-based drug candidates. Its bench-stable, crystalline nature facilitates straightforward handling and purification, while maintaining compatibility with standard solid-phase peptide synthesis protocols.

Synthesis

  • Route1

    References

    • Gloge, Andreas; Zon, Jerzy; Koevari, Agnes; Poppe, Laszlo; Retey, Janos Chemistry - A European Journal, 2000 , vol. 6, # 18 p. 3386 - 3390
  • Route2
    • Glycine, 99%|CS-1269057
      56-40-6
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      456-41-7
    • ~%
    • In-stock
      H-Phe(3-F)-OH|CS-0011429
      19883-77-3
    • In-stock
      H-D-Phe(3-F)-OH|CS-0011436
      110117-84-5

    References

    • Angewandte Chemie - International Edition, , vol. 40, # 10 p. 1948 - 1951
  • Route3

    References

    • Tetrahedron, , vol. 61, # 43 p. 10254 - 10261

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   0.7801
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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