Canavanine versus arginine: Prospects for cell-penetrating peptides

Tetrahedron Lett. 2022 Jun 8:99:153848. doi: 10.1016/j.tetlet.2022.153848. Epub 2022 May 6.

Abstract

Octanol-water partitioning experiments in the presence of carboxylate-, phosphate-, and sulfate-containing anionic lipids revealed that Ac-Cav-NH2 (where Cav refers to δ-oxa-arginine) partitions less into octanol than does Ac-Arg-NH2, suggesting that a cell-penetrating peptide based on canavanine would be relatively ineffective.