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CS-W001157 4
Total: USD 88.00

Fmoc-4-trifluoromethyl-L-homophenylalanine

  • CAS No. 1260591-49-8

  • Cat. No. CS-0438530
  • Purity≥98%
  • MDL No.None

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

Fmoc-4-trifluoromethyl-L-homophenylalanine|CS-0438530

Structure of 1260591-49-8

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General Information

  • CAS No. 1260591-49-8
  • Cat. No. CS-0438530
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₂₂F₃NO₄
  • Molecular Weight 469.45
  • Synonym(s) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]butanoic acid
  • SMILES FC(F)(F)C(C=C1)=CC=C1CC[C@@H](C(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

Fmoc-4-trifluoromethyl-L-homophenylalanine integrates a trifluoromethyl-substituted aromatic ring and a robust Fmoc protecting group, enabling direct incorporation into peptide chains under standard SPPS conditions. This sterically defined residue enhances membrane permeability and metabolic stability in bioactive sequences.

Application

Fmoc-4-trifluoromethyl-L-homophenylalanine serves as a valuable building block in peptide synthesis, offering enhanced hydrophobicity and metabolic stability due to the trifluoromethyl group. Its Fmoc protection enables efficient solution-phase and solid-phase coupling, while the homophenylalanine backbone provides a rigid aromatic spacer. The compound exhibits excellent bench stability, compatibility with standard deprotection conditions, and facilitates incorporation into bioactive peptides requiring improved membrane permeability and resistance to oxidative metabolism.

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 : P280-P302+P352

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   5.6299
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   7

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