Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Spatially well-defined carbohydrate nanoplatforms: synthesis, characterization and lectin interaction study
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
Show others and affiliations
2016 (English)In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 52, no 83, 12326-12329 p.Article in journal (Refereed) Published
Abstract [en]

Two novel dodecasubstituted carbohydrate nanoplatforms based on molecular Borromean rings and dodecaamine cages have been prepared for use in evaluating the importance of the spatial distribution of carbohydrates in their interaction with lectins. The binding affinities of the glyconanoplatforms were characterized using quartz crystal microbalance technology and compared with a monovalent reference and dodecaglycosylated fullerenes.

Place, publisher, year, edition, pages
2016. Vol. 52, no 83, 12326-12329 p.
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-196106DOI: 10.1039/c6cc06737aISI: 000385166800014PubMedID: 27711353Scopus ID: 2-s2.0-84991489162OAI: oai:DiVA.org:kth-196106DiVA: diva2:1045994
Note

QC 20161111

Available from: 2016-11-11 Created: 2016-11-11 Last updated: 2017-08-07Bibliographically approved
In thesis
1. Metals in Dynamic Chemistry: Selection & Catalysis
Open this publication in new window or tab >>Metals in Dynamic Chemistry: Selection & Catalysis
2017 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

In the adaptation to the oxidative environment on earth, metals played a crucial role for the evolution of life. The presence of metals also allowed access to advanced functions due to their unique coordination sphere and reactivity. This thesis focused on exploiting these unique properties for further development of the field of dynamic chemistry – a field in which adaptation plays a central role as well.

The first part of the thesis aimed to create a better understanding of multivalent effects in carbohydrate-lectin interactions. By reversible ligand coordination to zinc ions one of the nanoplatforms, the Borromean rings, could be selectively obtained. After carbohydrate functionalization the binding events were monitored by quartz crystal microbalance technology and compared to glycosylated fullerenes and dodecaamide cages. Overall, this investigation indicated that statistical and polyelectrolyte effects play a considerable role in the observed multivalent effects.

The second part of the thesis aimed to design and synthesize a new catalyst for application in aqueous olefin metathesis. This afforded a ruthenium based catalyst that was applied in the self- and cross-metathesis of highly functionalized substrates, such as carbohydrates. In addition, it was shown that addition of a small amount of acetic acid prevented undesired double bond isomerization.

The last part of the thesis aimed to explore new methods to discover transition metal catalysts. Dynamic exchange of directing groups generated a pool of potential substrates for C-H activation. Combining this pool of substrates with a pool of potential catalysts resulted in amplification of a reactive substrate/metal combination. By iterative deconvolution in combination with mass spectrometry, this “intermediate” could be identified from the mixture, proving applicability of this alternative approach to catalyst discovery.

Place, publisher, year, edition, pages
Stockholm: KTH Royal Institute of Technology, 2017. 71 p.
Series
TRITA-CHE-Report, ISSN 1654-1081 ; 2017:32
Keyword
constitutional dynamic chemistry, selection, multivalent interactions, carbohydrates, quartz crystal microbalance, catalyst screening, aqueous olefin metathesis, C-H activation
National Category
Organic Chemistry
Research subject
Chemistry
Identifiers
urn:nbn:se:kth:diva-211492 (URN)978-91-7729-470-2 (ISBN)
Public defence
2017-09-08, Sal F3, Lindstedtsvägen 26, Stockholm, 09:00 (English)
Opponent
Supervisors
Funder
EU, FP7, Seventh Framework Programme, 289033
Note

QC 20170809

Available from: 2017-08-09 Created: 2017-08-07 Last updated: 2017-08-18Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full textPubMedScopus

Search in DiVA

By author/editor
Timmer, Brian J.J.Ramström, Olof
By organisation
Organic Chemistry
In the same journal
Chemical Communications
Chemical Sciences

Search outside of DiVA

GoogleGoogle Scholar

Altmetric score

Total: 15 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf