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Fmoc-D-Phe(F5)-OH

  • CAS No. 198545-85-6

  • Cat. No. CS-0150071
  • Purity≥98%
  • MDL No.MFCD00672558

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

Fmoc-D-Phe(F5)-OH|CS-0150071

Structure of 198545-85-6

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General Information

  • CAS No. 198545-85-6
  • Cat. No. CS-0150071
  • Purity ≥98%
  • MDL No. MFCD00672558
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₁₆F₅NO₄
  • Molecular Weight 477.38
  • Synonym(s) Fmoc-3-Pentafluorophenyl-D-alanine
  • SMILES FC1=C(F)C(F)=C(F)C(F)=C1C[C@H](C(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

Fmoc-D-Phe(F5)-OH features a fluorinated phenyl ring with five fluorine atoms, enhancing electron deficiency and metabolic stability. This sterically hindered D-amino acid derivative integrates efficiently into peptide chains, offering improved resistance to enzymatic degradation while maintaining solubility under standard coupling conditions.

Application

Fmoc-D-Phe(F5)-OH serves as a key building block in peptide synthesis, enabling the incorporation of fluorinated D-phenylalanine residues with enhanced metabolic stability and conformational rigidity. The trifluoromethyl-substituted aromatic ring improves lipophilicity and bioavailability, while the Fmoc group ensures efficient orthogonal protection for N-terminal control. This derivative exhibits excellent bench stability, compatibility with standard coupling protocols, and facilitates purification via flash chromatography or crystallization.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.9165
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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