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CS-W001157 4
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H-Lys(Fmoc)-OH

  • CAS No. 84624-28-2

  • Cat. No. CS-W008196
  • Molecule weight368.43
  • Purity≥95%
  • MDL No.MFCD00038365

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

H-Lys(Fmoc)-OH|CS-W008196

Structure of 84624-28-2

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General Information

  • CAS No. 84624-28-2
  • Cat. No. CS-W008196
  • Purity ≥95%
  • MDL No. MFCD00038365
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₄N₂O₄
  • Molecular Weight 368.43
  • Synonym(s) None
  • SMILES O=C(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)NCCCC[C@H](N)C(O)=O

Description

H-Lys(Fmoc)-OH is a protected lysine derivative featuring a fluorenylmethoxycarbonyl (Fmoc) group at the α-amino terminus and a free ε-amino function. This configuration enables selective coupling in solid-phase peptide synthesis, offering high reactivity and stability under basic conditions. The Fmoc moiety facilitates orthogonal deprotection, streamlining sequential chain elongation.

Application

H-Lys(Fmoc)-OH serves as a cornerstone building block in solid-phase peptide synthesis, enabling efficient incorporation of lysine residues with orthogonal protection. The Fmoc group provides reliable base-labile deprotection under mild conditions, while the side-chain ε-amino group remains protected, allowing selective functionalization. This stability and compatibility facilitate high-yielding couplings and simplify purification in multi-step peptide assembly.

Synthesis

  • Route1

    References

    • Ovaa, Huib; Van Swieten, Paul F.; Kessler, Benedikt M.; Leeuwenburgh, Michiel A.; Fiebiger, Edda; Van den Nieuwendijk, Adrianus M. C. H.; Galardy, Paul J.; Van der Marel, Gijsbert A.; Ploegh, Hidde L.; Overkleeft, Herman S. Angewandte Chemie - International Edition, 2003 , vol. 42, # 31 p. 3626 - 3629
  • Route2
    • null|null
      849752-39-2
    • ~%
    • In-stock
      H-Lys(Fmoc)-OH|CS-W008196
      84624-28-2
    • Methyl N6-(((9H-fluoren-9-yl)methoxy)carbonyl)-L-lysinate|CS-1645536
      133628-29-2

    References

    • Tetrahedron, , vol. 61, # 9 p. 2493 - 2503
  • Route3

    References

    • Angewandte Chemie - International Edition, , vol. 37, # 11 p. 1524 - 1528

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

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Computational Chemistry Data

  • TPSA   101.65
  • LogP   3.1073
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   8

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