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

  • CAS No. 320410-22-8

  • Cat. No. CS-0166899
  • Molecule weight410.46
  • Purity≥97%
  • MDL No.MFCD15141996

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

N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-acetyl-D-lysine|CS-0166899

Structure of 320410-22-8

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General Information

  • CAS No. 320410-22-8
  • Cat. No. CS-0166899
  • Purity ≥97%
  • MDL No. MFCD15141996
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₆N₂O₅
  • Molecular Weight 410.46
  • Synonym(s) N2-Fmoc-N6-acetyl-D-lysine
  • SMILES CC(NCCCC[C@H](C(O)=O)NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)=O

Description

N2-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N6-acetyl-D-lysine is a protected D-amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) group at the Nα-position and an acetyl moiety at the Nε-terminus. This combination enables orthogonal protection in peptide synthesis, facilitating selective deprotection during sequential coupling. The Fmoc group ensures stability under basic conditions while allowing mild removal with piperidine, streamlining synthetic workflows.

Application

N²-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N⁶-acetyl-D-lysine serves as a protected D-lysine building block for solid-phase peptide synthesis, enabling site-specific incorporation of D-amino acids into bioactive peptides. The Fmoc group provides orthogonal protection for the α-amino function, while the acetyl moiety stabilizes the ε-amino group against side reactions. This derivative exhibits excellent bench stability, facilitates efficient coupling with standard activation protocols, and enables straightforward deprotection under mild conditions, making it a reliable choice for synthesizing peptidomimetics and cyclic peptide scaffolds.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   104.73
  • LogP   3.2847
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   9

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