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Systematic Hydrogen-Bond Manipulations To Establish Polysaccharide Structure-Property Correlations.

ABSTRACT: 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.

SUBMITTER: Yu Y

PROVIDER: S-EPMC6772130 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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Systematic Hydrogen-Bond Manipulations To Establish Polysaccharide Structure-Property Correlations.

Yu Yang Y Tyrikos-Ergas Theodore T Zhu Yuntao Y Fittolani Giulio G Bordoni Vittorio V Singhal Ankush A Fair Richard J RJ Grafmüller Andrea A Seeberger Peter H PH Delbianco Martina M

Angewandte Chemie (International ed. in English) 20190819 37

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. M ...[more]

PMID: 31359577

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Dataset Information

Systematic Hydrogen-Bond Manipulations To Establish Polysaccharide Structure-Property Correlations.

Publications

Systematic Hydrogen-Bond Manipulations To Establish Polysaccharide Structure-Property Correlations.

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