Design and synthesis of polymers for Corona Phase Molecular Recognition (CoPhMoRe) of carbohydrates

Thesis: Ph. D., Massachusetts Institute of Technology, Department of Chemical Engineering, 2017

Bibliographic Details
Main Author: Ahn, Jiyoung,Ph.D.Massachusetts Institute of Technology.
Other Authors: Michael S. Strano.
Format: Thesis
Language:eng
Published: Massachusetts Institute of Technology 2019
Subjects:
Online Access:https://hdl.handle.net/1721.1/122841
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author Ahn, Jiyoung,Ph.D.Massachusetts Institute of Technology.
author2 Michael S. Strano.
author_facet Michael S. Strano.
Ahn, Jiyoung,Ph.D.Massachusetts Institute of Technology.
author_sort Ahn, Jiyoung,Ph.D.Massachusetts Institute of Technology.
collection MIT
description Thesis: Ph. D., Massachusetts Institute of Technology, Department of Chemical Engineering, 2017
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spelling mit-1721.1/1228412019-11-16T03:04:02Z Design and synthesis of polymers for Corona Phase Molecular Recognition (CoPhMoRe) of carbohydrates Ahn, Jiyoung,Ph.D.Massachusetts Institute of Technology. Michael S. Strano. Massachusetts Institute of Technology. Department of Chemical Engineering. Massachusetts Institute of Technology. Department of Chemical Engineering Chemical Engineering. Thesis: Ph. D., Massachusetts Institute of Technology, Department of Chemical Engineering, 2017 Cataloged from PDF version of thesis. Page 158 blank. Includes bibliographical references (pages 133-157). The molecular recognition of carbohydrates is difficult to realize synthetically due t& their relatively low affinity for a wide range of substrates, yet this recognition is the underpinning of human immunity, cell signaling, and glycobiology. For the past decade, significant effort has been made in this field to create new technologies to profile glycans and carbohydrates. Corona Phase Molecular Recognition (CoPhMoRe), the concept introduced from Strano group, generates a nanoparticle coupled polymer phase capable of recognizing a specific molecule with high affinity and selectivity. CoPhMoRe has been successfully demonstrated using polymer wrapped single walled carbon nanotubes, resulting in molecular recognition complexes, to date, for dopamine, estradiol, riboflavin, L-thyroxine, and the protein fibrinogen, utilizing combinatorial library screening. As an alternative to this empirical, library screening, we first solve the mathematical formulation that we introduce as the CoPhMoRe inverse problem to provide a theoretical basis for understanding certain types of CoPhMoRe recognition. In addition, we demonstrate that a polymer or surfactant corona phase surrounding a single walled carbon nanotube can substantially modify the selectivity of various pre-adsorbed phenyl-boronic acids (PBA) for mono-, di- and polysaccharides. Based on these findings, a simple and robust RAFT polymerization process is employed to produce novel and distinct classes of water-soluble PBA-based polymers. These polymers in SWNT corona phases demonstrate enhanced selectivity towards specific sugar alcohols, which differ only in the orientation of the hydroxyl groups. By changing the polymer backbone structure, highly selective D-Arabinose sensor was developed and used to differentiate D-Arabinose from L-Arabinose for the first time. Finally we developed a glucose sensor that can measure glucose concentration instantaneously by detecting changes in local refractive index. by Jiyoung Ahn. Ph. D. Ph.D. Massachusetts Institute of Technology, Department of Chemical Engineering 2019-11-12T17:37:56Z 2019-11-12T17:37:56Z 2017 2017 Thesis https://hdl.handle.net/1721.1/122841 1126278840 eng MIT theses are protected by copyright. They may be viewed, downloaded, or printed from this source but further reproduction or distribution in any format is prohibited without written permission. http://dspace.mit.edu/handle/1721.1/7582 158 pages application/pdf Massachusetts Institute of Technology
spellingShingle Chemical Engineering.
Ahn, Jiyoung,Ph.D.Massachusetts Institute of Technology.
Design and synthesis of polymers for Corona Phase Molecular Recognition (CoPhMoRe) of carbohydrates
title Design and synthesis of polymers for Corona Phase Molecular Recognition (CoPhMoRe) of carbohydrates
title_full Design and synthesis of polymers for Corona Phase Molecular Recognition (CoPhMoRe) of carbohydrates
title_fullStr Design and synthesis of polymers for Corona Phase Molecular Recognition (CoPhMoRe) of carbohydrates
title_full_unstemmed Design and synthesis of polymers for Corona Phase Molecular Recognition (CoPhMoRe) of carbohydrates
title_short Design and synthesis of polymers for Corona Phase Molecular Recognition (CoPhMoRe) of carbohydrates
title_sort design and synthesis of polymers for corona phase molecular recognition cophmore of carbohydrates
topic Chemical Engineering.
url https://hdl.handle.net/1721.1/122841
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