Аннотация:1. A review of the available literature on triphenylphosphonium derivatives of peptides reveals that C-terminal TPP analogs offer numerous benefits, yet their synthesis via solely solid-phase methods remains elusive.
2. A three-step synthesis route was developed that made it possible to obtain a N-α-Fmoc-L-glutaminyl-(2-aminoethyl)triphenylphosphonium chloride from commercially available N-α-Fmoc, γ-tert-butyl L-glutamic acid and (2-bromoethyl)triphenylphosphonium bromide in a total yield of 13%.
3. The application of LC-MS, along with 1H, 13C, 19F, and 31P NMR techniques, enabled the confirmation of compound purity and the verification of its molecular structure.
4. Loading of synthesized conjugate on the RINK-amide resin allowed to obtain a polymer that can be further utilized in the synthesis of peptide derivatives containing the L-glutaminyl-(2-aminoethyl)triphenylphosphonium residue on their C-terminus.