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Arabinofuranose 1-deoxy-β-1-C-sulfonic acid
Descriptive
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Title
Arabinofuranose 1-deoxy-β-1-C-sulfonic acid
Name
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NamePart
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Won
NamePart
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Walter S.
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Walter S. Won
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author
Name
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NamePart
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Cotter
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Martha
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Advisory Committee
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Martha Cotter
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chair
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Knapp
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Spencer
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Advisory Committee
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Spencer Knapp
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internal member
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Seidel
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Daniel
Affiliation
Advisory Committee
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Daniel Seidel
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outside member
Name
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Roth
NamePart
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Heinz
Affiliation
Advisory Committee
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Heinz Roth
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outside member
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NamePart
Rutgers University
Role
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degree grantor
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Graduate School - New Brunswick
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school
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Text
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theses
OriginInfo
DateCreated
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2008
DateOther
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2008-05
Language
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English
PhysicalDescription
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electronic
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application/pdf
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text/xml
Extent
xii, 25 pages
Abstract
Utilizing the tools of bioisosteres, we were able to rationally design a sulfonic acid that can possibly mimic the natural arabinosyltransferase donor, β-1,2-cis-decaprenolphoarabinose. The sulfur replacement provides a more enzymatically stable donor that can possibly inhibit the actions of arabinosyltransferases upon binding and thus prevent the biosynthetic pathway of the arabinogalactan cell wall that is essential to the viability of Mycobacterium tuberculosis. We have successfully synthesized β-1-C-sulfonic acid from a new 1-thio-D-arabinofuanose acetate. Incorporating the ideas from previously published routes to the key intermediates, we describe the successes and failures in our approach to the target sulfonic acid. The route includes a useful method of oxidizing acid-sensitive substrates.
Note
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M.S.
Note
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Includes bibliographical references (p. 23-24).
Subject
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Topic
Chemistry and Chemical Biology
Subject
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Topic
Mycobacterium tuberculosis
Subject
(ID = SUBJ3);
(authority = ETD-LCSH)
Topic
Oxidizing agents
Subject
(ID = SUBJ4);
(authority = ETD-LCSH)
Topic
Sulfonic acids
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TitleInfo
Title
Graduate School - New Brunswick Electronic Theses and Dissertations
Identifier
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rucore19991600001
Identifier
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http://hdl.rutgers.edu/1782.2/rucore10001600001.ETD.17417
Identifier
ETD_786
Location
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NjNbRU
Identifier
(type = doi)
doi:10.7282/T32F7NTG
Genre
(authority = ExL-Esploro)
ETD graduate
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Rights
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The author owns the copyright to this work.
Copyright
Status
Copyright protected
Availability
Status
Open
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Name
Walter Won
Role
Copyright holder
Affiliation
Rutgers University. Graduate School - New Brunswick
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Type
Permission or license
Detail
Non-exclusive ETD license
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License
Name
Author Agreement License
Detail
I hereby grant to the Rutgers University Libraries and to my school the non-exclusive right to archive, reproduce and distribute my thesis or dissertation, in whole or in part, and/or my abstract, in whole or in part, in and from an electronic format, subject to the release date subsequently stipulated in this submittal form and approved by my school. I represent and stipulate that the thesis or dissertation and its abstract are my original work, that they do not infringe or violate any rights of others, and that I make these grants as the sole owner of the rights to my thesis or dissertation and its abstract. I represent that I have obtained written permissions, when necessary, from the owner(s) of each third party copyrighted matter to be included in my thesis or dissertation and will supply copies of such upon request by my school. I acknowledge that RU ETD and my school will not distribute my thesis or dissertation or its abstract if, in their reasonable judgment, they believe all such rights have not been secured. I acknowledge that I retain ownership rights to the copyright of my work. I also retain the right to use all or part of this thesis or dissertation in future works, such as articles or books.
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Technical
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application/x-tar
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736768
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1c1fc9ad9cd75804b426079947f40961c639df08
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other
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application/x-tar
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