Title | Cyclic and Lasso Peptides: Sequence Determination, Topology Analysis, and Rotaxane Formation. |
Publication Type | Journal Article |
Year of Publication | 2018 |
Authors | Elashal, HE, Cohen, RD, Elashal, HE, Zong, C, A Link, J, Raj, M |
Journal | Angew Chem Int Ed Engl |
Volume | 57 |
Issue | 21 |
Pagination | 6150-6154 |
Date Published | 2018 May 22 |
ISSN | 1521-3773 |
Keywords | Chromatography, Liquid, Molecular Structure, Peptides, Rotaxanes, Tandem Mass Spectrometry |
Abstract | <p>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.</p> |
DOI | 10.1002/anie.201801299 |
Alternate Journal | Angew Chem Int Ed Engl |
PubMed ID | 29645322 |
PubMed Central ID | PMC6080247 |
Grant List | R01 GM107036 / GM / NIGMS NIH HHS / United States |