Development of Peptide Cyclization Strategies for Their Incorporation into One-Bead-One-Compound Peptide Libraries
Thesis advisor: Jianmin Gao === Thesis advisor: Eranthie Weerapana === Cyclic peptides provide a privileged scaffold when optimizing interactions with various biological targets. Their rigidified structure decreases the entropic cost of binding by preorganizing residues in a fixed conformation, whic...
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| Format: | Others |
| Language: | English |
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Boston College
2015
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| Online Access: | http://hdl.handle.net/2345/bc-ir:104934 |
| Summary: | Thesis advisor: Jianmin Gao === Thesis advisor: Eranthie Weerapana === Cyclic peptides provide a privileged scaffold when optimizing interactions with various biological targets. Their rigidified structure decreases the entropic cost of binding by preorganizing residues in a fixed conformation, which may enhance binding affinity. These molecules occupy a larger chemical space than typical small molecule drugs and may provide good candidates for inhibiting protein-protein interactions or being able to interact with previously undruggable targets. Given the benefits of these structures we aim to develop a one-bead-one-compound peptide library for screening against relevant biological targets. Herein we describe several routes to achieving cyclic peptides through side chain interactions and head-to tail amide bond linkages. Additional considerations for the development of the on resin library such as linker strategies and sequencing methods will be discussed. === Thesis (MS) — Boston College, 2015. === Submitted to: Boston College. Graduate School of Arts and Sciences. === Discipline: Chemistry. |
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