Cyclic and Lasso Peptides: Sequence Determination,Topology Analysis,and Rotaxane Formation |
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| Authors: | Hader E Elashal Ryan D Cohen Heidi E Elashal Dr Chuhan Zong Prof?Dr A James Link Prof?Dr Monika Raj |
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| Affiliation: | 1. Department of Chemistry and Biochemistry, Seton Hall University, South Orange, NJ, USA;2. Department of Process Research and Development, Merck & Co., Inc., Rahway, NJ, USA;3. Department of Chemistry and, Department of Chemical and Biological Engineering, Princeton University, Princeton, NJ, USA;4. Department of Chemistry and Biochemistry, Auburn University, Auburn, AL, USA |
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| Abstract: | 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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| Keywords: | peptides rotaxanes sequencing |
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