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Exploration of Bis-amino Acid Scaffolds Designed to Self Assemble

Macala, Megan K (2007) Exploration of Bis-amino Acid Scaffolds Designed to Self Assemble. Master's Thesis, University of Pittsburgh. (Unpublished)

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Based on theoretical models scaffold 13 was predicted to self assemble through intermolecular hydrogen bonds.  The synthesis of scaffold 13 was successfully synthesized using standard Fmoc Solid Phase Peptide Synthesis.  Connectivity was confirmed through full structural characterization.  Scaffold 13 was probed for its ability to self-assemble in DMSOd6 in the presence of 0.2 percent TFA.  Our hypothesis for self-assembly of scaffold 13 was not supported under any of the conditions explored.  ROESY correlations failed to indicate self-assembly between interacting scaffolds and a variable temperature NMR study at three separate concentrations also failed to provide evidence of self-assembly.


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Item Type: University of Pittsburgh ETD
Status: Unpublished
CreatorsEmailPitt UsernameORCID
Macala, Megan Kmkm23@pitt.eduMKM23
ETD Committee:
TitleMemberEmail AddressPitt UsernameORCID
Committee ChairSchafmeister, Christian E.meister@pitt.eduMEISTER
Committee MemberWilcox, Craig S.daylite@pitt.eduDAYLITE
Committee MemberChapman, Toby M.tchapman@imap.pitt.eduTCHAPMAN
Date: 14 June 2007
Date Type: Completion
Defense Date: 26 February 2007
Approval Date: 14 June 2007
Submission Date: 27 February 2007
Access Restriction: No restriction; Release the ETD for access worldwide immediately.
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: bis-amino acids; macromolecule; molecular scaffolds; oliogmer; self assemble
Other ID:, etd-02272007-153543
Date Deposited: 10 Nov 2011 19:31
Last Modified: 15 Nov 2016 13:36


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