Systematic Hydrogen-Bond Manipulations To Establish Polysaccharide Structure-Property Correlations.
automated glycan assembly
carbohydrates
hydrogen bonds
molecular dynamics
structure-property correlations
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
09 09 2019
09 09 2019
Historique:
received:
27
05
2019
pubmed:
31
7
2019
medline:
31
7
2019
entrez:
31
7
2019
Statut:
ppublish
Résumé
A dense hydrogen-bond network is responsible for the mechanical and structural properties of polysaccharides. Random derivatization alters the properties of the bulk material by disrupting the hydrogen bonds, but obstructs detailed structure-function correlations. We have prepared well-defined unnatural oligosaccharides including methylated, deoxygenated, deoxyfluorinated, as well as carboxymethylated cellulose and chitin analogues with full control over the degree and pattern of substitution. Molecular dynamics simulations and crystallographic analysis show how distinct hydrogen-bond modifications drastically affect the solubility, aggregation behavior, and crystallinity of carbohydrate materials. This systematic approach to establishing detailed structure-property correlations will guide the synthesis of novel, tailor-made carbohydrate materials.
Identifiants
pubmed: 31359577
doi: 10.1002/anie.201906577
pmc: PMC6772130
doi:
Types de publication
Journal Article
Review
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
13127-13132Subventions
Organisme : Max-Planck-Gesellschaft
Pays : International
Informations de copyright
© 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
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