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CS-W001157 4
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Fmoc-Phe(2-F)-OH

  • CAS No. 205526-26-7

  • Cat. No. CS-W009715
  • Purity≥96%
  • MDL No.MFCD00672552

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

Fmoc-Phe(2-F)-OH|CS-W009715

Structure of 205526-26-7

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General Information

  • CAS No. 205526-26-7
  • Cat. No. CS-W009715
  • Purity ≥96%
  • MDL No. MFCD00672552
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₀FNO₄
  • Molecular Weight 405.42
  • Synonym(s) None
  • SMILES O=C(N[C@H](C(O)=O)CC1=CC=CC=C1F)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

Fmoc-Phe(2-F)-OH features a fluorinated phenyl ring at the ortho position, enhancing electron-withdrawing character and improving metabolic stability. This derivative integrates readily into peptide chains under standard coupling conditions, offering enhanced solubility and reduced aggregation during synthesis.

Application

Fmoc-Phe(2-F)-OH serves as a valuable building block in peptide synthesis, offering enhanced metabolic stability through the ortho-fluorinated phenylalanine residue. The Fmoc group enables efficient orthogonal protection for amine-directed coupling, while the 2-fluoro substitution provides steric and electronic modulation without compromising solubility or handling. This derivative facilitates incorporation of fluorinated aromatic side chains into peptides, supporting structure-activity studies and improving proteolytic resistance in bioactive sequences.

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-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   75.63
  • LogP   4.3601
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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