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Synthesis of the Conformationally Controlled β–Turn Mimetic Torsion Balance Core Scaffold

Lypson, Alyssa B. (2018) Synthesis of the Conformationally Controlled β–Turn Mimetic Torsion Balance Core Scaffold. Master's Thesis, University of Pittsburgh. (Unpublished)

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The molecular torsion balance concept was applied to a new conformationally controlled scaffold to accurately evaluate pairwise amino acid interactions in an antiparallel β-sheet motif. The scaffold’s core design combines (ortho-tolyl)amide and o,o,o′-trisubstituted biphenyl structural units to provide a geometry better-suited for intramolecular hydrogen bonding. The aim of this study was to develop synthetic methods for the core scaffold and to conduct a preliminary investigation into the improved sequence alignment on upper and lower aromatic rings to promote hydrogen bond formation at the correct distance and antiparallel orientation.


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Item Type: University of Pittsburgh ETD
Status: Unpublished
CreatorsEmailPitt UsernameORCID
Lypson, Alyssa B.alypson@scivelo.pitt.eduabl25
ETD Committee:
TitleMemberEmail AddressPitt UsernameORCID
Committee ChairWilcox,
Committee MemberCurran,
Committee MemberHorne,
Date: 14 June 2018
Date Type: Publication
Defense Date: 5 January 2018
Approval Date: 14 June 2018
Submission Date: 3 April 2018
Access Restriction: No restriction; Release the ETD for access worldwide immediately.
Number of Pages: 100
Institution: University of Pittsburgh
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Degree: MS - Master of Science
Thesis Type: Master's Thesis
Refereed: Yes
Uncontrolled Keywords: torsion balance, peptidomimetic, β-sheet, synthesis, NMR
Date Deposited: 14 Jun 2018 13:31
Last Modified: 13 Mar 2019 18:37


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