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CS-W001157 4
Total: USD 88.00

Fmoc-D-Phe(4-CF3)-OH

  • CAS No. 238742-88-6

  • Cat. No. CS-W013839
  • Purity≥97%
  • MDL No.MFCD00797582

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

Fmoc-D-Phe(4-CF3)-OH|CS-W013839

Structure of 238742-88-6

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General Information

  • CAS No. 238742-88-6
  • Cat. No. CS-W013839
  • Purity ≥97%
  • MDL No. MFCD00797582
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₀F₃NO₄
  • Molecular Weight 455.43
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](CC1=CC=C(C(F)(F)F)C=C1)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

Fmoc-D-Phe(4-CF3)-OH features a fluorinated para-trifluoromethyl phenylalanine residue, enhancing metabolic stability and lipophilicity. This derivative integrates efficiently into peptide chains via standard coupling protocols, offering improved membrane permeability and resistance to enzymatic degradation in bioactive sequence design.

Application

Fmoc-D-Phe(4-CF₃)-OH serves as a valuable building block in peptide synthesis, offering enhanced lipophilicity and metabolic stability due to the electron-withdrawing trifluoromethyl group at the para position. Its D-configured phenylalanine moiety facilitates incorporation into bioactive peptides where resistance to proteolytic degradation is required. The Fmoc group enables efficient orthogonal protection for solid-phase synthesis, while the side chain's stability simplifies purification and handling under standard bench conditions.

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-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   5.2398
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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