Non-natural basic amino acids offering a wide spectrum of solutions for peptide based pharmacological approaches

CONECTUS ALSACE



15 Juillet 2015

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Fields

Chemistry Biology / Medical

Sectors

Chemicals, Materials & Plant-based Materials
Health
  • N-protected non-natural amino acids readily available for liquid- or solid-phase peptide synthesis
  • Highly versatile process allowing a very large diversity of basic tertiary amines at the extremity of the side chain
  • Building blocks to modulate physicochemical properties and pharmacological properties

 

PRODUCT

  •  A versatile synthesis process allowing the production of a large collection of synthons
  • 15 different side chains bearing a tertiary amine
  •  4 backbones
  • available in D and L configuration
  • a , b and g amino acids 

APPLICATION

  • Preparation of peptidomimetics for therapeutic approaches
  • Unprecedented diversity allowing the fine tuning of both physicochemical properties (pKa, hydrophobicity,…) and pharmacological properties (metabolism, ligand binding, …)

INNOVATION ADVANTAGES

  • Compounds N-alpha-protected by a fmoc groupready to be used in liquid or solid phase peptide synthesis, as analogs of natural basic amino acids such as ornithine, lysine or arginine residues. The process is fast (2 days) and easy to handle (no purification by chromatography)
  • High quantitative yields. Performance of the process at a gram-scale, with a perfect retention of chirality.
  • D-configuration possible
  • Large variety of R1 and R2 are available
  • Purity > 98% (HPLC) – Trace of metal

DEVELOPMENT STATUS

  • Synthesis process optimized at the laboratory
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