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- W4281966900 abstract "Bicyclic peptides possess superior properties for drug discovery; however, their chemical synthesis is not straightforward and often neither biocompatible nor fully orthogonal to all canonical amino acids. The selective reaction between 1,2-aminothiols and 2,6-dicyanopyridine allows direct access to complex bicyclic peptides in high yield. The process can be fully automated using standard solid-phase peptide synthesis. Bicyclization occurs in water at physiological pH within minutes and without the need for a catalyst. The use of various linkers allows tailored bicyclic peptides with qualities such as plasma stability, conformational preorganization, and high target affinity. We demonstrate this for a bicyclic inhibitor of the Zika virus protease NS2B-NS3 as well as for bicyclic versions of the α-helical antimicrobial peptide aurein 1.2." @default.
- W4281966900 created "2022-06-13" @default.
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- W4281966900 date "2022-06-06" @default.
- W4281966900 modified "2023-10-11" @default.
- W4281966900 title "Biocompatible and selective generation of bicyclic peptides" @default.
- W4281966900 doi "https://doi.org/10.26434/chemrxiv-2022-xw6cm" @default.
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