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Experimental Approaches for the Synthesis of Low-Valent Metal-Organic Frameworks from Multitopic Phosphine Linkers
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A new highly versatile handle for chemistry on a solid support: the pipecolic linker.

Nicolas Masurier1, Paweł Zajdel, Pascal Verdié

  • 1Institut des Biomolécules Max Mousseron IBMM, UMR CNRS 5247, 15 avenue Charles Flahault, 34000 Montpellier, France. nicolas.masurier@univ-montp1.fr

Chemistry (Weinheim an Der Bergstrasse, Germany)
|August 7, 2012
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Summary

The pipecolic linker (Pip-linker) enables versatile synthesis of modified amino acids, pseudopeptides, and cyclic peptides. Its robust nature supports diverse chemical modifications, simplifying peptide and pseudopeptide construction.

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Area of Science:

  • Organic Chemistry
  • Peptide Chemistry

Background:

  • The development of versatile linkers is crucial for synthesizing complex peptide structures.
  • The pipecolic linker (Pip-linker) offers a novel approach for peptide modification.

Purpose of the Study:

  • To demonstrate the versatility of the pipecolic linker (Pip-linker) in synthesizing modified amino acids, pseudopeptides, and cyclic peptides.
  • To evaluate the robustness of the Pip-linker under various chemical modification conditions.

Main Methods:

  • Synthesis of modified amino acids, C-terminal-modified pseudopeptides, and cyclic peptides.
  • Utilizing side-chain anchoring of a lysine residue.
  • Introduction of the first residue and subsequent chemical modifications.

Main Results:

  • The pipecolic linker (Pip-linker) facilitated the synthesis of diverse peptide derivatives.
  • The Pip-linker proved robust, supporting various chemical modifications.
  • Easy introduction of the first residue was achieved.

Conclusions:

  • The pipecolic linker (Pip-linker) is a versatile and robust tool for peptide and pseudopeptide synthesis.
  • The Pip-linker simplifies the construction of complex peptide architectures.
  • This linker is suitable for a wide range of chemical modifications in peptide chemistry.