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N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-((benzyloxy)carbonyl)-D-lysine

  • CAS No. 110990-07-3

  • Cat. No. CS-0044546
  • Purity≥98%
  • MDL No.MFCD00065663

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

N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-((benzyloxy)carbonyl)-D-lysine|CS-0044546

Structure of 110990-07-3

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General Information

  • CAS No. 110990-07-3
  • Cat. No. CS-0044546
  • Purity ≥98%
  • MDL No. MFCD00065663
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₉H₃₀N₂O₆
  • Molecular Weight 502.56
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](CCCCNC(OCC1=CC=CC=C1)=O)NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O

Description

This protected D-lysine derivative features orthogonal functionality for peptide synthesis, combining a fluoren-9-ylmethoxycarbonyl (Fmoc) group at the Nα-position with a benzyloxycarbonyl (Boc) group at the side chain. The Fmoc moiety enables mild deprotection under basic conditions, while the Boc group remains stable during Fmoc removal. This dual protection strategy supports sequential coupling in complex peptide assembly, ensuring site-specific modification and high fidelity in solid-phase and solution-phase syntheses.

Application

N²-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N⁶-((benzyloxy)carbonyl)-D-lysine serves as a protected D-lysine building block for peptide synthesis, enabling selective incorporation of D-lysine residues in solid-phase and solution-phase workflows. The Fmoc group provides orthogonal deprotection under mild basic conditions, while the Boc-like benzyloxycarbonyl group offers stability and compatibility with standard coupling protocols. The molecule exhibits excellent bench stability, ease of purification, and functional group tolerance, facilitating efficient construction of complex peptides and peptidomimetics.

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   113.96
  • LogP   5.075
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   11

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