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Cyclic and Lasso Peptides: Sequence Determination, Topology Analysis, and Rotaxane Formation.

Hader E ElashalRyan D CohenHeidi E ElashalChuhan ZongA James LinkMonika Raj
Published in: Angewandte Chemie (International ed. in English) (2018)
A broadly applicable chemical cleavage methodology to facilitate MS/MS sequencing was developed for macrocyclic and lasso peptides, which hold promise as exciting new therapeutics. Existing methods such as Edman degradation, CNBr cleavage, and enzymatic digestion are either limited in scope or completely fail in cleavage of constrained nonribosomal peptides. Importantly, the new method was utilized for synthesizing a unique peptide-based rotaxane (both cyclic and threaded) from the lasso peptide, benenodin-1 ΔC5.
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