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  Deoxyfluorination tunes the aggregation of cellulose and chitin oligosaccharides and highlights the role of specific hydroxyl groups in the crystallization process

Fittolani, G., Djalali, S., Chaube, M., Tyrikos-Ergas, T., Dal Colle, M., Grafmüller, A., et al. (2022). Deoxyfluorination tunes the aggregation of cellulose and chitin oligosaccharides and highlights the role of specific hydroxyl groups in the crystallization process. Organic & Biomolecular Chemistry, 20(42), 8228-8235. doi:10.1039/D2OB01601J.

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Item Permalink: https://hdl.handle.net/21.11116/0000-000B-4F72-D Version Permalink: https://hdl.handle.net/21.11116/0000-000B-685E-8
Genre: Journal Article

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 Creators:
Fittolani, Giulio1, Author           
Djalali, Surusch1, Author           
Chaube, Manishkumar1, Author           
Tyrikos-Ergas, Theodore1, Author           
Dal Colle, Marlene1, Author           
Grafmüller, Andrea2, Author                 
Seeberger, Peter H.3, Author                 
Delbianco, Martina1, Author           
Affiliations:
1Martina Delbianco, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_2559692              
2Andrea Grafmüller, Theorie & Bio-Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863323              
3Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863306              

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 Abstract: Cellulose and chitin are abundant structural polysaccharides exploited by nature in a large number of applications thanks to their crystallinity. Chemical modifications are commonly employed to tune polysaccharide physical and mechanical properties, but generate heterogeneous mixtures. Thus, the effect of such modifications is not well understood at the molecular level. In this work, we examined how deoxyfluorination (site and pattern) impact the solubility and aggregation of well-defined cellulose and chitin oligomers. While deoxyfluorination increased solubility in water and lowered the crystallinity of cellulose oligomers, chitin was much less affected by the modification. The OH/F substitution also highlighted the role of specific hydroxyl groups in the crystallization process. This work provides guidelines for the design of cellulose- and chitin-based materials. A similar approach can be imagined to prepare cellulose and chitin analogues capable of withstanding enzymatic degradation.

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Language(s): eng - English
 Dates: 2022-10-132022
 Publication Status: Issued
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 Identifiers: DOI: 10.1039/D2OB01601J
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Title: Organic & Biomolecular Chemistry
  Other : Organic and Biomolecular Chemistry
  Abbreviation : Org. Biomol. Chem.
Source Genre: Journal
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Publ. Info: Cambridge : Royal Society of Chemistry
Pages: - Volume / Issue: 20 (42) Sequence Number: - Start / End Page: 8228 - 8235 Identifier: ISSN: 1477-0520