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CS-W001157 4
Total: USD 88.00

Fmoc-β-HoLeu-OH

  • CAS No. 193887-44-4

  • Cat. No. CS-W011805
  • Purity≥95%
  • MDL No.MFCD01863059

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

Fmoc-β-HoLeu-OH|CS-W011805

Structure of 193887-44-4

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General Information

  • CAS No. 193887-44-4
  • Cat. No. CS-W011805
  • Purity ≥95%
  • MDL No. MFCD01863059
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₅NO₄
  • Molecular Weight 367.44
  • Synonym(s) None
  • SMILES CC(C)C[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CC(O)=O

Description

Fmoc-β-HoLeu-OH is a protected β-hydroxy leucine derivative designed for peptide synthesis. The Fmoc group enables orthogonal protection, while the β-hydroxyl functionality introduces polarity and potential for hydrogen bonding. This side chain imparts structural rigidity and enhanced solubility, streamlining incorporation into complex sequences under standard coupling conditions.

Application

Fmoc-β-HoLeu-OH serves as a valuable building block in peptide synthesis, enabling the incorporation of β-homo-leucine residues with enhanced backbone stability. Its Fmoc group provides efficient orthogonal protection for the α-amino function, while the aliphatic side chain offers favorable steric and hydrophobic properties. The compound exhibits excellent bench stability, simplifies purification, and is compatible with standard coupling protocols, making it ideal for constructing bioactive peptides and peptidomimetics.

Synthesis

  • Route1
    • null|null
      193954-24-4
    • ~94%
    • In-stock
      Fmoc-β-HoLeu-OH|CS-W011805
      193887-44-4

    References

    • Koch, Karen; Podlech, Joachim Synthetic Communications, 2005 , vol. 35, # 21 p. 2789 - 2794
  • Route2
    • null|null
      186581-53-3
    • In-stock
      Fmoc-leucine|CS-W019808
      35661-60-0
    • ~51%
    • In-stock
      Fmoc-β-HoLeu-OH|CS-W011805
      193887-44-4

    References

    • Coffey; Drauz; Roberts; Skidmore; Smith Chemical communications (Cambridge, England), 2001 , # 22 p. 2330 - 2331
  • Route3

    References

    • Helvetica Chimica Acta, , vol. 81, # 2 p. 187 - 206

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

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.4145
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   7

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