Structure and dynamics of a complex of cellulose with EDA: Insights into the action of amines on cellulose

Daisuke Sawada; Yoshiharu Nishiyama; Loukas Petridis; R. Parthasarathi; S. Gnanakaran; V. Trevor Forsyth; Masahisa Wada; Paul Langan

doi:10.1007/s10570-013-9974-7

Structure and dynamics of a complex of cellulose with EDA: Insights into the action of amines on cellulose

Daisuke Sawada, Yoshiharu Nishiyama, Loukas Petridis, R. Parthasarathi, S. Gnanakaran, V. Trevor Forsyth, Masahisa Wada, Paul Langan

Biological and Environmental Systems Sci

Research output: Contribution to journal › Article › peer-review

18 Scopus citations

Abstract

The neutron structure of a complex of EDA with cellulose has been determined to reveal the location of hydrogen atoms involved in hydrogen-bonding. EDA disrupts the hydrogen-bonding pattern of naturally occurring cellulose by accepting a strong hydrogen-bond from the O6 hydroxymethyl group as the conformation of this group is rotated from tg to gt. The O3-H·O5 intrachain hydrogen-bond commonly found in cellulose allomorphs is observed to be disordered in the neutron structure, and quantum chemistry and molecular dynamics calculations show that O3 prefers to donate to EDA. The hydrogen-bonding arrangement is highly dynamic with bonds continually being formed and broken thus explaining the difficulty in locating all of the hydrogen atoms in the neutron scattering density maps. Comparison with other polysaccharide-amino complexes supports a common underlying mechanism for amine disruption of cellulose.

Original language	English
Pages (from-to)	1563-1571
Number of pages	9
Journal	Cellulose
Volume	20
Issue number	4
DOIs	https://doi.org/10.1007/s10570-013-9974-7
State	Published - Aug 2013

Funding

Acknowledgments We thank beam line D19 at the Institute Laue Langevin for use of facilities, John Allibon, John Archer and Sax Mason for support with data collection, and Thomas Rosenau for helpful discussions and advice. MW was supported by a Grant-in-Aid for Scientific Research (18780131). This study was partly funded by the French Agence Nationale de la Reserche. PL and LP were partly funded by the Genomic Science Program, Office of Biological and Environmental Research, US Department of Energy, under FWP ERKP752. PL was partly support by the Center for Structural Molecular Biology (CSMB) which is supported by the Office of Biological and Environmental Research, using facilities supported by the U. S. Department of Energy, managed by UT-Battelle, LLC under contract No. DE-AC05-00OR22725. This research used resources of the Hopeper supercomputer at NERSC, supported by the Office of Science of DOE under Contract No. DE-AC02-05CH11231. VTF acknowl edges support from the UK Engineering and Physical Sciences Research Council (EPSRC) for the construction of the D19 diffractometer at the ILL under grant GR/R47950/01

Funders	Funder number
Center for Structural Molecular Biology
DOE Office of Science
U. S. Department of Energy
US Department of Energy	FWP ERKP752
UT-Battelle, LLC
Biological and Environmental Research
Engineering and Physical Sciences Research Council	GR/R47950/01
Agence Nationale de la Recherche

Keywords

Cellulose amino complex
Computational simulation
Crystal transition
Ethylene diamine
Hydrogen-bond
Neutron diffraction

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title = "Structure and dynamics of a complex of cellulose with EDA: Insights into the action of amines on cellulose",

abstract = "The neutron structure of a complex of EDA with cellulose has been determined to reveal the location of hydrogen atoms involved in hydrogen-bonding. EDA disrupts the hydrogen-bonding pattern of naturally occurring cellulose by accepting a strong hydrogen-bond from the O6 hydroxymethyl group as the conformation of this group is rotated from tg to gt. The O3-H·O5 intrachain hydrogen-bond commonly found in cellulose allomorphs is observed to be disordered in the neutron structure, and quantum chemistry and molecular dynamics calculations show that O3 prefers to donate to EDA. The hydrogen-bonding arrangement is highly dynamic with bonds continually being formed and broken thus explaining the difficulty in locating all of the hydrogen atoms in the neutron scattering density maps. Comparison with other polysaccharide-amino complexes supports a common underlying mechanism for amine disruption of cellulose.",

keywords = "Cellulose amino complex, Computational simulation, Crystal transition, Ethylene diamine, Hydrogen-bond, Neutron diffraction",

author = "Daisuke Sawada and Yoshiharu Nishiyama and Loukas Petridis and R. Parthasarathi and S. Gnanakaran and Forsyth, {V. Trevor} and Masahisa Wada and Paul Langan",

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AU - Sawada, Daisuke

AU - Nishiyama, Yoshiharu

AU - Petridis, Loukas

AU - Parthasarathi, R.

AU - Gnanakaran, S.

AU - Forsyth, V. Trevor

AU - Wada, Masahisa

AU - Langan, Paul

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N2 - The neutron structure of a complex of EDA with cellulose has been determined to reveal the location of hydrogen atoms involved in hydrogen-bonding. EDA disrupts the hydrogen-bonding pattern of naturally occurring cellulose by accepting a strong hydrogen-bond from the O6 hydroxymethyl group as the conformation of this group is rotated from tg to gt. The O3-H·O5 intrachain hydrogen-bond commonly found in cellulose allomorphs is observed to be disordered in the neutron structure, and quantum chemistry and molecular dynamics calculations show that O3 prefers to donate to EDA. The hydrogen-bonding arrangement is highly dynamic with bonds continually being formed and broken thus explaining the difficulty in locating all of the hydrogen atoms in the neutron scattering density maps. Comparison with other polysaccharide-amino complexes supports a common underlying mechanism for amine disruption of cellulose.

AB - The neutron structure of a complex of EDA with cellulose has been determined to reveal the location of hydrogen atoms involved in hydrogen-bonding. EDA disrupts the hydrogen-bonding pattern of naturally occurring cellulose by accepting a strong hydrogen-bond from the O6 hydroxymethyl group as the conformation of this group is rotated from tg to gt. The O3-H·O5 intrachain hydrogen-bond commonly found in cellulose allomorphs is observed to be disordered in the neutron structure, and quantum chemistry and molecular dynamics calculations show that O3 prefers to donate to EDA. The hydrogen-bonding arrangement is highly dynamic with bonds continually being formed and broken thus explaining the difficulty in locating all of the hydrogen atoms in the neutron scattering density maps. Comparison with other polysaccharide-amino complexes supports a common underlying mechanism for amine disruption of cellulose.

KW - Cellulose amino complex

KW - Computational simulation

KW - Crystal transition

KW - Ethylene diamine

KW - Hydrogen-bond

KW - Neutron diffraction

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Structure and dynamics of a complex of cellulose with EDA: Insights into the action of amines on cellulose

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