Fig. 1: Dimerization of selenopeptides via the PDC reaction.
From: Site-selective photocatalytic functionalization of peptides and proteins at selenocysteine
A Optimization of the PDC dimerization reaction on [H2N-USPGYS-NH2]2 model peptide 1. Site-specific PDC dimerization of B Gephyrin Binding Peptide 3a diselenide 9; C Prostate-Specific Membrane Antigen (PSMA) Binding Peptide diselenide 10; D CXCL1451-77 diselenide 11 to afford the reductively stable selenoether-linked peptide dimers 6–8. Analytical HPLC and ESI-MS of the purified selenoether products data are inset. E Observation of selanylphosphonium 14 when CaM (K148U) diselenide 12 was submitted to optimized PDC conditions. HRMS data inset showing [M + 10H+]10+ ions of the deselenized CaM (A148) (13) as the major product together with selanylphosphonium adduct 14. PTA = 1,3,5-triaza-7-phosphaadamantane, MeCN acetonitrile, AU absorbance units. Created with BioRender.com.
