Chemistry Commons^™

The Development Of Peptide Analogues As Potential Fluorescent And Pet Imaging Probes., Neha Sharma

Electronic Thesis and Dissertation Repository

Molecular imaging is a non-invasive way to diagnose disease. Molecular imaging probes consist of a targeting entity that has a high affinity for a biological target and a signaling source for external detection. Multimodality imaging combines the advantages of different imaging modalities, at the same time eliminating their shortcomings, thereby providing more accurate results. This thesis focuses on the development of novel dual PET/fluorescence imaging agents based on peptides as targeting entities.

Porphyrins are suitable for multimodality imaging applications due to their innate characteristics such as an ability to fluoresce and to coordinate metals. A gallium-protoporphyrin IX(PPIX)-ghrelin based analogue was …

Synthesis Of N-Heterocycles From Donor Acceptor Cyclopropanes And Progress Towards Flinderole A, B, And C, Joanne E. Curiel Tejeda

Electronic Thesis and Dissertation Repository

The first chapter of this thesis describes two projects, one explores the novel reactivity of quaternary donor acceptor cyclopropanes and the second one involves progress toward the total synthesis of the flinderoles A, B, and C. The first project involves the Lewis acid catalyzed nucleophilic ring opening of quaternary donor acceptor cyclopropanes with indoline. It was found that the ring opening reaction worked well with either Sc(OTf)₃ or Yb(OTf)₃ as the Lewis acids. The ring opened products were also able to be converted into pyrroloindoles via a manganese (III) oxidative radical cyclization reaction. Cyclopropanes bearing alkynyl, vinyl, and …

Design And Synthesis Of Hyaluronan:Rhamm Interaction Inhibitors, Emily Rodrigues

Electronic Thesis and Dissertation Repository

A major component of the extracellular matrix is hyaluronan, a regulator of cell migration/survival and differentiation during response-to-injury processes. The receptor for hyaluronan-mediated motility (RHAMM) binds to HA and has limited constitutive expression but is upregulated during tissue injury. Blocking HA fragment:RHAMM interactions has therapeutic potential for treating cancer but truncation of RHAMM into peptides mimicking only the HA binding domains is predicted to lose their natural α-helical structure. The goal of this project is to explore the effects cyclizing each binding domain has on helicity and its biological effect. Eighteen peptides were synthesized and cyclized using lactam bridges. The …