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Easy access to triazolinedione-endcapped peptides for chemical ligation

New Paper in Chemical Communications has been published
An efficient and easy route towards triazolinedione (TAD) endcapped peptides is described, in which a TAD-precursor was coupled to N-terminal amines on a solid support (i). After cleavage of the functional peptide from the resin, the “active” TAD moiety was generated by simple oxidation of the precursor (ii). Modified peptides readily reacted with diene end-functionalized poly(e-caprolactone) of different molecular weights. The ligation proved to be orthogonal to a variety of functional groups present in natural amino acids.
 

doi: 10.1039/c6cc08683g