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Systematic Hydrogen‐Bond Manipulations To Establish Polysaccharide Structure–Property Correlations

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 unnat...

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Autores principales: Yu, Yang, Tyrikos‐Ergas, Theodore, Zhu, Yuntao, Fittolani, Giulio, Bordoni, Vittorio, Singhal, Ankush, Fair, Richard J., Grafmüller, Andrea, Seeberger, Peter H., Delbianco, Martina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6772130/
https://www.ncbi.nlm.nih.gov/pubmed/31359577
http://dx.doi.org/10.1002/anie.201906577
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author Yu, Yang
Tyrikos‐Ergas, Theodore
Zhu, Yuntao
Fittolani, Giulio
Bordoni, Vittorio
Singhal, Ankush
Fair, Richard J.
Grafmüller, Andrea
Seeberger, Peter H.
Delbianco, Martina
author_facet Yu, Yang
Tyrikos‐Ergas, Theodore
Zhu, Yuntao
Fittolani, Giulio
Bordoni, Vittorio
Singhal, Ankush
Fair, Richard J.
Grafmüller, Andrea
Seeberger, Peter H.
Delbianco, Martina
author_sort Yu, Yang
collection PubMed
description 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.
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spelling pubmed-67721302019-10-07 Systematic Hydrogen‐Bond Manipulations To Establish Polysaccharide Structure–Property Correlations Yu, Yang Tyrikos‐Ergas, Theodore Zhu, Yuntao Fittolani, Giulio Bordoni, Vittorio Singhal, Ankush Fair, Richard J. Grafmüller, Andrea Seeberger, Peter H. Delbianco, Martina Angew Chem Int Ed Engl Research Articles 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. John Wiley and Sons Inc. 2019-08-19 2019-09-09 /pmc/articles/PMC6772130/ /pubmed/31359577 http://dx.doi.org/10.1002/anie.201906577 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Yu, Yang
Tyrikos‐Ergas, Theodore
Zhu, Yuntao
Fittolani, Giulio
Bordoni, Vittorio
Singhal, Ankush
Fair, Richard J.
Grafmüller, Andrea
Seeberger, Peter H.
Delbianco, Martina
Systematic Hydrogen‐Bond Manipulations To Establish Polysaccharide Structure–Property Correlations
title Systematic Hydrogen‐Bond Manipulations To Establish Polysaccharide Structure–Property Correlations
title_full Systematic Hydrogen‐Bond Manipulations To Establish Polysaccharide Structure–Property Correlations
title_fullStr Systematic Hydrogen‐Bond Manipulations To Establish Polysaccharide Structure–Property Correlations
title_full_unstemmed Systematic Hydrogen‐Bond Manipulations To Establish Polysaccharide Structure–Property Correlations
title_short Systematic Hydrogen‐Bond Manipulations To Establish Polysaccharide Structure–Property Correlations
title_sort systematic hydrogen‐bond manipulations to establish polysaccharide structure–property correlations
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6772130/
https://www.ncbi.nlm.nih.gov/pubmed/31359577
http://dx.doi.org/10.1002/anie.201906577
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