Application

Despite growing interest for therapeutic and other biological applications, cyclic peptidomimetics are challenging to synthesize. As reported by the lab of Andrei Yudin, (N-isocyanoimino)triphenylphosphorane (Pinc) enables zwitterionic-controlled generation of peptide macrocyles from linear peptides and aldehydes. Containing a 1,3,4-oxadiazole, the resulting peptide exhibits both improved membrane permeability, lipophilicity, and aqueous solubility.Different functional groups can be introduced by varying the aldehyde, and initial work used propionaldehyde (538124), phenylacetaldehyde (107395), and isovaleraldehyde (146455).

Other Notes

Oxadiazole grafts in peptide macrocyclesC&EN Highlight: Cyclic peptides with heterocycles are cell membrane-permeableTechnology Spotlight: Heterocycle and Cyclic Peptide Formation with Pinc

Packaging

500 mg in glass insert

5 g in glass bottle