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CS-W001157 4
Total: USD 88.00

Fmoc-L-Lys(Dde)-OH

  • CAS No. 150629-67-7

  • Cat. No. CS-W022727
  • Purity≥97%
  • MDL No.MFCD00278818

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

Fmoc-L-Lys(Dde)-OH|CS-W022727

Structure of 150629-67-7

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General Information

  • CAS No. 150629-67-7
  • Cat. No. CS-W022727
  • Purity ≥97%
  • MDL No. MFCD00278818
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₁H₃₆N₂O₆
  • Molecular Weight 532.63
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CCCCNC(C)=C4C(CC(C)(C)CC4=O)=O

Description

Fmoc-L-Lys(Dde)-OH serves as a protected lysine derivative for solid-phase peptide synthesis, featuring a Dde (1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl) group that enables selective deprotection under mild conditions. This orthogonal protection strategy facilitates the incorporation of multiple functional side chains in complex peptide architectures. The Fmoc moiety ensures efficient N-terminal capping during chain elongation.

Application

Fmoc-L-Lys(Dde)-OH serves as a key building block in solid-phase peptide synthesis, enabling orthogonal side-chain protection for lysine residues. The Fmoc group facilitates efficient N-terminal deprotection under mild basic conditions, while the Dde (2,4-dimethoxybenzyl) protecting group on the ε-amino function is selectively removable via hydrazinolysis, allowing sequential coupling and modification in complex peptide architectures. Its bench-stable nature and compatibility with standard SPPS workflows make it ideal for synthesizing multi-functionalized peptides and peptidomimetics.

Synthesis

  • Route1

    References

    • Tetrahedron Letters, , vol. 39, # 12 p. 1603 - 1606
  • Route2

    References

    • Tetrahedron Letters, , vol. 39, # 12 p. 1603 - 1606
  • Route3

    References

    • Journal of the Chemical Society, Chemical Communications, , # 9 p. 778 - 779

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   121.8
  • LogP   4.9704
  • H_Acceptors   6
  • H_Donors   3
  • Rotatable_Bonds   10

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