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CS-W001157 4
Total: USD 88.00

H-D-Phe(3-F)-OH

  • CAS No. 110117-84-5

  • Cat. No. CS-0011436
  • Purity≥98%
  • MDL No.MFCD00066449

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

H-D-Phe(3-F)-OH|CS-0011436

Structure of 110117-84-5

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General Information

  • CAS No. 110117-84-5
  • Cat. No. CS-0011436
  • Purity ≥98%
  • MDL No. MFCD00066449
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀FNO₂
  • Molecular Weight 183.18
  • Synonym(s) None
  • SMILES FC1=CC(C[C@@H](N)C(O)=O)=CC=C1

Description

H-D-Phe(3-F)-OH features a fluorinated phenylalanine residue with enhanced metabolic stability and improved membrane permeability. This analog integrates readily into peptide sequences during solid-phase synthesis, offering a robust tool for bioactive peptide design where resistance to degradation is critical.

Application

H-D-Phe(3-F)-OH serves as a valuable building block in peptide synthesis, enabling the incorporation of a fluorinated phenylalanine residue at the meta-position. The 3-fluorophenyl group enhances metabolic stability and modulates electronic properties, facilitating improved binding affinity in bioactive peptides. This derivative exhibits excellent bench stability, compatibility with standard coupling protocols, and simplifies purification due to distinct chromatographic behavior.

Synthesis

  • Route1
    • Glycine, 99%|CS-1269057
      56-40-6
    • null|null
      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
  • Route2

    References

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