Graduation Year
2014
Document Type
Thesis
Degree
M.S.
Degree Granting Department
Chemistry
Major Professor
Mark McLaughlin, Ph.D.
Committee Member
Roman Manetsch, Ph.D.
Committee Member
Wayne C. Guida, Ph. D.
Committee Member
Lori Hazlehurst, Ph. D.
Keywords
Cyclic, MTI-101, Peptide, Peptoid, Primary amines, scaffolds
Abstract
In recent studies it was reported that the D-amino acid containing peptide HYD1 was used in the treatment of necrotic cell death in multiple myeloma cell lines and showed promising biological activity and in vivo activity. It was meaningful to explore strategies for increasing the therapeutic efficacy of HYD1, a linear peptide. These efforts led to the development of MT1-101 (cyclized peptidomimetics), a lead compound that showed increased in vitro activity and in vivo activity. MTI-101 was found to bind the cell adhesion molecule CD44 and induce programmed necrosis in myeloma cell lines. It was important to improve on the binding efficiency of the MTI-101 to this target and explore more cost effective ways to synthesize this peptide. This lead to developing Cyclic beta-hairpin-like peptoid scaffolds, which introduced diverse families of random peptoid-body libraries that will be screened to find small stable scaffolds that compete with and can replace antibodies as cell-surface targeting reagents. The synthesis of peptoids on solid-support can be more cost effective and a large library can be developed using a diverse library of primary amines. This initiated this thesis project to develop a generalized scheme for the synthesis of TRP-like primary amine peptoid side chains used in the cyclic beta-hairpin - Like scaffolds.
Scholar Commons Citation
Woodroffe, Josanne-Dee, "A Synthesis Approach Of TRP-Like Primary Amine Peptoid Side Chains Used In Cyclic Beta-Hairpin - Like Scaffolds" (2014). USF Tampa Graduate Theses and Dissertations.
https://digitalcommons.usf.edu/etd/5156
