<div class="csl-bib-body">
<div class="csl-entry">Kalaus, H., Scheibelreiter, V., Reichetseder, A., Stanetty, C., & Mihovilovic, M. (2022, August 24). <i>Sweet Applications of Heterocycles – Facile Quantification of Aldehyde Content in Sugars employing 2-Aminobenzamide oximes (ABAOs)</i> [Conference Presentation]. Blue Danube Symposium on Heterocyclic Chemistry 2022, Bratislava, Slovakia. http://hdl.handle.net/20.500.12708/136222</div>
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dc.identifier.uri
http://hdl.handle.net/20.500.12708/136222
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dc.description.abstract
Sugars take a special place within heterocycles: Their hemiacetal moiety leads to equilibration between various cyclic forms and the aldehyde open-chain structure. Reactivity of this aldehyde species is limited by its availability, with a substantial range among different sugars, but its concentration is usually too small to be readily determined. For this purpose, we have developed a facile kinetic assay based on the adduct formation with aldehyde selective 2 aminobenzamide oxime (ABAO)1 yielding a strongly UV-active quinazoline-derivative. We validated the assay with all parent hexoses and pentoses, exhibiting a high degree of consistency with literature data usually determined via substantially more elaborate protocols.2 Therewith, we evaluated the relevance of the open chain content on specific synthetic problems and could structurally expand its applicability towards the analysis of oxidized starches. Subsequently, we aimed at developing the ABAO-assay platform further towards additional data content and ventured into qualitative determination of the stereochemistry of aldoses based on the reaction with Fluor-labelled ABAOs and 19F-NMR analysis.
en
dc.description.sponsorship
Land NIEDERÖSTERREICH p.A. Amt der NÖ Landesregierung
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dc.language.iso
en
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dc.subject
ABAO
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dc.subject
Carbohydrates
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dc.subject
Aldehyde content
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dc.title
Sweet Applications of Heterocycles – Facile Quantification of Aldehyde Content in Sugars employing 2-Aminobenzamide oximes (ABAOs)
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dc.type
Presentation
en
dc.type
Vortrag
de
dc.contributor.affiliation
TU Wien, Österreich
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dc.contributor.affiliation
University of Vienna, Austria
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dc.relation.grantno
K3-F-603/003-2018
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dc.type.category
Conference Presentation
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tuw.project.title
Mechanistische Untersuchungen zur enzymatischen Oxidation von Stärke und Lignin als Basis für neue biobasierter Klebstoffe
