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2-Hydroxychalcone as a Unique Luminescent Probe (ESIPT) for Peptides Labeling
Title
2-Hydroxychalcone as a Unique Luminescent Probe (ESIPT) for Peptides Labeling.
Creator
Kempton, Thomas G., Samanta, Shyam S., Roche, Stéphane P., Office of Undergraduate Research and Inquiry
Abstract/Description
Peptides and proteins with photochemical sensors are valuable tools when analyzing biochemical processes and peptide properties. Recent work on fluorescent α-amino acids (FlAAs) proved extremely useful in studying protein folding, conformational changes and reactivity. When fluorescent tags are appropriately attached to proteins they allow for the detection of their environment and changes therein. Research on the topic of site-specific fluorescent molecules is in its early stages. Several...
Show morePeptides and proteins with photochemical sensors are valuable tools when analyzing biochemical processes and peptide properties. Recent work on fluorescent α-amino acids (FlAAs) proved extremely useful in studying protein folding, conformational changes and reactivity. When fluorescent tags are appropriately attached to proteins they allow for the detection of their environment and changes therein. Research on the topic of site-specific fluorescent molecules is in its early stages. Several challenges face the topic of selectively excitable fluorescent probes. These include limits on the size and lifetime of synthesized proteins and enzymes, attaching the tag at the target location on a peptide chain which will take advantage of the photochemical properties of the tag, and developing molecules that will readily exhibit environment-sensitive fluorescence.
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Date Issued
2016
PURL
http://purl.flvc.org/fau/fd/FA00005580
Subject Headings
College students --Research --United States.
Format
Document (PDF)
Synthesis of Complex Polycyclic Scaffolds Incorporating α-Amino Esters
Title
Synthesis of Complex Polycyclic Scaffolds Incorporating α-Amino Esters.
Creator
Zorc, Stephen A., Samanta, Shyam S., Roche, Stéphane P., Charles E. Schmidt College of Science
Abstract/Description
In order to keep up with the high demand for biologically active molecules, chemists devised several synthetic strategies to access novel chemical spaces. The two main strategies to construct new scaffolds are to revisit underexploited or forgotten reactions or to devise new transformations. We are exploring a unique and underexploited reaction, the Himbert–Henn cycloaddition, to produce complex molecular scaffolds in a single step (strategy 1). In a second novel approach, we are modifying...
Show moreIn order to keep up with the high demand for biologically active molecules, chemists devised several synthetic strategies to access novel chemical spaces. The two main strategies to construct new scaffolds are to revisit underexploited or forgotten reactions or to devise new transformations. We are exploring a unique and underexploited reaction, the Himbert–Henn cycloaddition, to produce complex molecular scaffolds in a single step (strategy 1). In a second novel approach, we are modifying the Hantzsch 4-component reaction (4CR) by incorporating an α-amino ester residue to construct new molecules (strategy 2). Both of these reactions have great potential to synthesize novel and chiral molecules from proteinogenic α-amino esters. These unprecedented and complex polycyclic molecules have potential application in medicinal chemistry and natural product synthesis. 4-aza-podophyllotoxins obtained by the Hantzsch-4CR have been proven to be potent as anti-leukemia, anti-colon cancer, and vascular disrupting agents (with nanomolar activity).
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Date Issued
2015
PURL
http://purl.flvc.org/fau/fd/FA00005218
Subject Headings
College students --Research --United States.
Format
Document (PDF)
Synthesis of Podophyllotoxin Derivatives
Title
Synthesis of Podophyllotoxin Derivatives.
Creator
Flint, Madison, Roche, Stéphane P.
Abstract/Description
Podophyllotoxin is a natural aryltetralin lignan compound isolated from plants within the genus Podophyllum. Podophyllotoxin has been under extensive biochemical investigation since the discovery of its biological activity as a strong microtubule destabilizing mitotic agent. Although these antineoplastic compounds have shown significant activity as cancerous cell growth inhibitors, they lack selectivity and are thus extremely toxic to healthy cells. This has led to a recent interest in the...
Show morePodophyllotoxin is a natural aryltetralin lignan compound isolated from plants within the genus Podophyllum. Podophyllotoxin has been under extensive biochemical investigation since the discovery of its biological activity as a strong microtubule destabilizing mitotic agent. Although these antineoplastic compounds have shown significant activity as cancerous cell growth inhibitors, they lack selectivity and are thus extremely toxic to healthy cells. This has led to a recent interest in the synthesis of Podophyllotoxin analogues in hopes of optimizing the biological selectivity and potency of these semi-synthetic derivatives. The objective of my research in the Roche group is to generate a library of these derivatives for subsequent biological assays to determine their potential as chemotherapeutic agents. In total I have synthesized 22 Podophyllotoxin analogues. Of these 22 derivatives, 14 have been biologically evaluated and 4 were observed to possess promising anti-cancer activity and are currently undergoing further evaluation.
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Date Issued
2014
PURL
http://purl.flvc.org/fau/fd/FA0005014
Subject Headings
College students --Research --United States.
Format
Document (PDF)