Phosphinic peptide methodology

With these considerations in mind it was decided to investigate phosphinic-carboxylic mixed anhydrides in peptide methodology. .Mechanistic consideration of the reactants (2) and (3) and products shown above would suggest regiospecific nucleophilic attack by the amine component due to the formation of an amide bond with concomitant generation of a new P-0 bond.As in the study of phosophinamidates discussed above,a series of phosphinic acids were selected for preparation of the mixed anhydrides (2) because of the intimate steric and electronic... 

An optimised solid-phase method for the generation of diverse a-amino-alkyl or -aryl phosphonates derived from peptides and polymer-assisted solution-phase parallel synthesis of dipeptide p-nitroanilides and dipeptide diphenyl phosphonates have been reported. A modular method for the construction of polypeptides containing the Phe-Arg phosphinic acid isostere has been described. A novel methodology for the solid-phase synthesis of phosphinic peptides has been developed in which the phosphorus-carbon bond was formed... 

Although the first aim of the use of a water-soluble palladium catalyst in allylic alkylation in a two-phase system was the recycling of the catalyst, this methodology finds quite interesting applications in the deprotection of peptides as well as in the selective alkylation of uracils and thiouracils. More recently, the effective use of supported aqueous-phase catalysis as well as asymmetric alkylation in water in the presence of surfactants or amphiphilic resin-supported phosphines open new applications and developments for the future. 

This methodology has been developed for the synthesis of phosphine-substituted peptides immobilized on... 

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