Quantum Calculations on Plant Cell Wall Component Interactions

Interdisciplinary Sciences: Computational Life Sciences - Tập 11 Số 3 - Trang 485-495 - 2019
Yang, Hui1, Watts, Heath D.2, Gibilterra, Virgil3, Weiss, T. Blake3, Petridis, Loukas4, Cosgrove, Daniel J.1, Kubicki, James D.2
1Department of Biology, The Pennsylvania State University, University Park, USA
2Department of Geological Sciences, University of Texas at El Paso, El Paso, USA
3Department of Geological Sciences, The Pennsylvania State University, University Park, USA
4Center for Molecular Biophysics, Oak Ridge National Laboratory, Oak Ridge, USA

Tóm tắt

Density functional theory calculations were performed to assess the relative interaction energies of plant cell wall components: cellulose, xylan, lignin and pectin. Monomeric and tetramer linear molecules were allowed to interact in four different configurations for each pair of compounds. The M05-2X exchange-correlation functional which implicitly accounts for short- and mid-range dispersion was compared against MP2 and RI-MP2 to assess the reliability of the former for modeling van der Waals forces between these PCW components. Solvation effects were examined by modeling the interactions in the gas phase, in explicit H2O, and in polarized continuum models (PCM) of solvation. PCMs were used to represent water, methanol, and chloroform. The results predict the relative ranges of each type of interaction and when specific configurations will be strongly preferred. Structures and energies are useful as a basis for testing classical force fields and as guidance for coarse-grained models of PCWs.

Tài liệu tham khảo

citation_journal_title=Front Plant Sci; citation_title=Comparative structure and biomechanics of plant primary and secondary cell walls; citation_author=DJ Cosgrove, MC Jarvis; citation_volume=3; citation_publication_date=2012; citation_pages=204; citation_doi=10.3389/fpls.2012.00204; citation_id=CR1 citation_title=Cell walls: structure, biogenesis, and expansion; citation_inbook_title=Plant physiology; citation_publication_date=2010; citation_pages=425-452; citation_id=CR2; citation_author=D Cosgrove; citation_publisher=Sinauer citation_journal_title=Plant Physiol; citation_title=A revised architecture of primary cell walls based on biomechanical changes induced by substrate-specific endoglucanases; citation_author=YB Park, DJ Cosgrove; citation_volume=158; citation_publication_date=2012; citation_pages=1933-1943; citation_doi=10.1104/pp.111.192880; citation_id=CR3 citation_journal_title=Plant J; citation_title=Molecular domains of the cellulose/xyloglucan network in the cell walls of higher plants; citation_author=M Pauly, P Albersheim, A Darvill, WS York; citation_volume=20; citation_publication_date=1999; citation_pages=629-639; citation_doi=10.1046/j.1365-313X.1999.00630.x; citation_id=CR4 citation_journal_title=Magn Reson Chem; citation_title=Multidimensional solid-state NMR studies of the structure and dynamics of pectic polysaccharides in uniformly 13C-labeled Arabidopsis primary cell walls; citation_author=M Dick-Perez, T Wang, A Salazar, OA Zabotina, M Hong; citation_volume=50; citation_publication_date=2012; citation_pages=539-550; citation_doi=10.1002/mrc.3836; citation_id=CR5 citation_journal_title=Plant Physiol; citation_title=Cellulose–pectin spatial contacts are inherent to never-dried arabidopsis primary cell walls: evidence from solid-state nuclear magnetic resonance; citation_author=T Wang, YB Park, DJ Cosgrove, M Hong; citation_volume=168; citation_publication_date=2015; citation_pages=871-884; citation_doi=10.1104/pp.15.00665; citation_id=CR6 citation_journal_title=J Am Chem Soc; citation_title=Water–polysaccharide interactions in the primary cell wall of arabidopsis thaliana from polarization transfer solid-state NMR; citation_author=PB White, T Wang, YB Park, DJ Cosgrove, M Hong; citation_volume=136; citation_publication_date=2014; citation_pages=10399-10409; citation_doi=10.1021/ja504108h; citation_id=CR7 citation_journal_title=Biomacromol; citation_title=Assessment of in vitro binding of isolated pectic domains to cellulose by adsorption isotherms, electron microscopy, and X-ray diffraction methods; citation_author=A Zykwinska, C Gaillard, A Buléon, B Pontoire, C Garnier, JF Thibault, MC Ralet; citation_volume=8; citation_publication_date=2007; citation_pages=223-232; citation_doi=10.1021/bm060292h; citation_id=CR8 citation_journal_title=Carbohydr Polym; citation_title=Modelling of xyloglucan, pectins and pectic side chains binding onto cellulose microfibrils; citation_author=A Zykwinska, JF Thibault, MC Ralet; citation_volume=74; citation_publication_date=2008; citation_pages=23-30; citation_doi=10.1016/j.carbpol.2008.01.011; citation_id=CR9 citation_journal_title=Biochemistry; citation_title=Structure and interactions of plant cell-wall polysaccharides by two- and three-dimensional magic-angle-spinning solid-state NMR; citation_author=M Dick-Pérez, Y Zhang, J Hayes, A Salazar, OA Zabotina, M Hong; citation_volume=50; citation_publication_date=2011; citation_pages=989-1000; citation_doi=10.1021/bi101795q; citation_id=CR10 citation_journal_title=Plant J; citation_title=The pattern of xylan acetylation suggests xylan may interact with cellulose microfibrils as a twofold helical screw in the secondary plant cell wall of Arabidopsis thaliana; citation_author=M Busse-Wicher, TCF Gomes, T Tryfona, N Nikolovski, K Stott, NJ Grantham, DN Bolam, MS Skaf, P Dupree; citation_volume=79; citation_publication_date=2014; citation_pages=492-506; citation_doi=10.1111/tpj.12575; citation_id=CR11 citation_journal_title=Green Chem; citation_title=Common processes drive the thermochemical pretreatment of lignocellulosic biomass; citation_author=P Langan, L Petridis, HM O’Neill, SV Pingali, M Foston, Y Nishiyama, R Schulz, B Lindner, BL Hanson, S Harton, WT Heller, V Urban, BR Evans, S Gnanakaran, AJ Ragauskas, JC Smith, BH Davison; citation_volume=16; citation_publication_date=2014; citation_pages=63-68; citation_doi=10.1039/C3GC41962B; citation_id=CR12 citation_journal_title=N Z J For Sci; citation_title=Nature’s nanocomposites: a new look at molecular architecture in wood cell walls; citation_author=SJ Hill, RA Franich, PT Callaghan, RH Newman; citation_volume=39; citation_publication_date=2009; citation_pages=251-257; citation_id=CR13 citation_journal_title=J Phys Chem A; citation_title=Insights into hydrogen bonding and stacking interactions in cellulose; citation_author=R Parthasarathi, G Bellesia, SPS Chundawat, BE Dale, P Langan, S Gnanakaran; citation_volume=115; citation_publication_date=2011; citation_pages=14191-14202; citation_doi=10.1021/jp203620x; citation_id=CR14 citation_journal_title=Cellulose; citation_title=Quantum mechanical modeling of the structures, energetics and spectral properties of Iα and Iβ cellulose; citation_author=JD Kubicki, MN-A Mohamed, HD Watts; citation_volume=20; citation_publication_date=2013; citation_pages=9-23; citation_doi=10.1007/s10570-012-9838-6; citation_id=CR15 citation_journal_title=Cellulose; citation_title=Quantum mechanical calculations on cellulose–water interactions: structures, energetics, vibrational frequencies and NMR chemical shifts for surfaces of Iα and Iβ cellulose; citation_author=JD Kubicki, HD Watts, Z Zhao, L Zhong; citation_volume=21; citation_publication_date=2014; citation_pages=909-926; citation_doi=10.1007/s10570-013-0029-x; citation_id=CR16 citation_journal_title=Cellulose; citation_title=A DFT study of vibrational frequencies and 13C NMR chemical shifts of model cellulosic fragments as a function of size; citation_author=HD Watts, MNA Mohamed, JD Kubicki; citation_volume=21; citation_publication_date=2014; citation_pages=53-70; citation_doi=10.1007/s10570-013-0128-8; citation_id=CR17 citation_journal_title=J Phys Chem B; citation_title=Comparison of multistandard and TMS-standard calculated NMR shifts for coniferyl alcohol and application of the multistandard method to lignin dimers; citation_author=H Watts, M Mohamed, J Kubicki; citation_volume=115; citation_publication_date=2011; citation_pages=1958-1970; citation_doi=10.1021/jp110330q; citation_id=CR18 citation_journal_title=J Phys Chem Lett; citation_title=Theoretical study of the remarkably diverse linkages in lignin; citation_author=R Parthasarathi, RA Romero, A Redondo, S Gnanakaran; citation_volume=2; citation_publication_date=2011; citation_pages=2660-2666; citation_doi=10.1021/jz201201q; citation_id=CR19 citation_journal_title=J Phys Chem A; citation_title=Cellulose microfibril twist, mechanics, and implication for cellulose biosynthesis; citation_author=Z Zhao, OE Shklyaev, A Nili, MNA Mohamed, JD Kubicki, VH Crespi, L Zhong; citation_volume=117; citation_publication_date=2013; citation_pages=2580-2589; citation_doi=10.1021/jp3089929; citation_id=CR20 citation_journal_title=Cellulose; citation_title=Towards lignin–protein crosslinking: amino acid adducts of a lignin model quinone methide; citation_author=BG Diehl, HD Watts, JD Kubicki, MR Regner, J Ralph, NR Brown; citation_volume=21; citation_publication_date=2014; citation_pages=1395-1407; citation_doi=10.1007/s10570-014-0181-y; citation_id=CR21 citation_journal_title=Cellulose; citation_title=Molecular dynamics simulation study of xyloglucan adsorption on cellulose surfaces: effects of surface hydrophobicity and side-chain variation; citation_author=Z Zhao, VH Crespi, JD Kubicki, DJ Cosgrove, L Zhong; citation_volume=21; citation_publication_date=2014; citation_pages=1025-1039; citation_doi=10.1007/s10570-013-0041-1; citation_id=CR22 citation_journal_title=Electron Gas Phys Rev; citation_title=Inhomogeneous; citation_author=P Hohenberg, W Kohn; citation_volume=136; citation_publication_date=1964; citation_pages=B864-B871; citation_doi=10.1103/PhysRev.136.B864; citation_id=CR23 citation_journal_title=Phys Rev; citation_title=Self-consistent equations including exchange and correlation effects; citation_author=W Kohn, LJ Sham; citation_volume=140; citation_publication_date=1965; citation_pages=A1133-A1138; citation_doi=10.1103/PhysRev.140.A1133; citation_id=CR24 citation_journal_title=J Chem Theory Comput; citation_title=CHARMM additive all-atom force field for glycosidic linkages; citation_author=O Guvench, ER Hatcher, RM Venable, RW Pastor, AD MacKerell; citation_volume=5; citation_publication_date=2009; citation_pages=2353-2370; citation_doi=10.1021/ct900242e; citation_id=CR25 Materials Studio (2007) Release 7.0, Accelrys Software Inc., San Diego citation_journal_title=J Am Chem Soc; citation_title=Crystal structure and hydrogen-bonding system in cellulose Iβ from synchrotron X-ray and neutron fiber diffraction; citation_author=Y Nishiyama, P Langan, H Chanzy; citation_volume=124; citation_publication_date=2002; citation_pages=9074-9082; citation_doi=10.1021/ja0257319; citation_id=CR27 citation_journal_title=J Phys Chem B; citation_title=An AB initio force-field optimized for condensed-phase applicationsoverview with details on alkane and benzene compounds; citation_author=HCOMPASS Sun; citation_volume=102; citation_publication_date=1998; citation_pages=7338-7364; citation_doi=10.1021/jp980939v; citation_id=CR28 citation_journal_title=J Chem Theory Comput; citation_title=Design of density functionals by combining the method of constraint satisfaction with parametrization for thermochemistry, thermochemical kinetics, and noncovalent interactions; citation_author=Y Zhao, NE Schultz, DG Truhlar; citation_volume=2; citation_publication_date=2006; citation_pages=364-382; citation_doi=10.1021/ct0502763; citation_id=CR29 citation_journal_title=J Comput Chem; citation_title=6-31G* basis set for third-row atoms; citation_author=VA Rassolov, MA Ratner, JA Pople, PC Redfern, LA Curtiss; citation_volume=22; citation_publication_date=2001; citation_pages=976-984; citation_doi=10.1002/jcc.1058; citation_id=CR30 Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery JA Jr, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox JE, Hratchian HP, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA (2009) Gaussian 09 Revision E.01. Wallingford, CT citation_journal_title=Phys Chem Chem Phys; citation_title=Carbohydrate–aromatic π interactions: a test of density functionals and the DFT-D method; citation_author=RK Raju, A Ramraj, IH Hillier, MA Vincent, NA Burton; citation_volume=11; citation_publication_date=2009; citation_pages=3411; citation_doi=10.1039/b822877a; citation_id=CR32 citation_journal_title=Theor Chem Acc Theory Comput Model (Theoretica Chim Acta); citation_title=RI-MP2: first derivatives and global consistency; citation_author=F Weigend, M Häser; citation_volume=97; citation_publication_date=1997; citation_pages=331-340; citation_id=CR33 citation_journal_title=Chem Phys Lett; citation_title=RI-MP2: optimized auxiliary basis sets and demonstration of efficiency; citation_author=F Weigend, M Häser, H Patzelt, R Ahlrichs; citation_volume=294; citation_publication_date=1998; citation_pages=143-152; citation_doi=10.1016/S0009-2614(98)00862-8; citation_id=CR34 citation_journal_title=Theor Chem Acc; citation_title=Optimized accurate auxiliary basis sets for RI-MP2 and RI-CC2 calculations for the atoms Rb to Rn; citation_author=A Hellweg, C Hättig, S Höfener, W Klopper; citation_volume=117; citation_publication_date=2007; citation_pages=587-597; citation_doi=10.1007/s00214-007-0250-5; citation_id=CR35 citation_journal_title=J Chem Phys; citation_title=Self-consistent molecular orbital methods. XII. Further extensions of gaussian-type basis sets for use in molecular orbital studies of organic molecules; citation_author=WJ Hehre, K Ditchfield, JA Pople; citation_volume=56; citation_publication_date=1972; citation_pages=2257-2261; citation_doi=10.1063/1.1677527; citation_id=CR36 citation_journal_title=J Chem Phys; citation_title=Self-consistent molecular-orbital methods. IX. An extended Gaussian-type basis for molecular-orbital studies of organic molecules; citation_author=R Ditchfield, WJ Hehre, JA Pople; citation_volume=54; citation_publication_date=1971; citation_pages=724-728; citation_doi=10.1063/1.1674902; citation_id=CR37 citation_journal_title=J Chem Phys; citation_title=Becke’s three parameter hybrid method using the LYP correlation functional; citation_author=AD Becke; citation_volume=98; citation_publication_date=1993; citation_pages=5648-5652; citation_doi=10.1063/1.464913; citation_id=CR38 citation_journal_title=Phys Rev B; citation_title=Development of the Colle–Salvetti correlation–energy formula into a functional of the electron density; citation_author=C Lee, W Yang, RG Parr; citation_volume=37; citation_publication_date=1988; citation_pages=785-789; citation_doi=10.1103/PhysRevB.37.785; citation_id=CR39 citation_journal_title=Mol Phys; citation_title=Accuracy of AHn equilibrium geometries by single determinant molecular orbital theory; citation_author=PC Hariharan, JA Pople; citation_volume=27; citation_publication_date=1974; citation_pages=209-214; citation_doi=10.1080/00268977400100171; citation_id=CR40 citation_journal_title=J Chem Phys; citation_title=Contracted Gaussian basis sets for molecular calculations. I. Second row atoms, Z = 11–18; citation_author=AD McLean, GS Chandler; citation_volume=72; citation_publication_date=1980; citation_pages=5639-5648; citation_doi=10.1063/1.438980; citation_id=CR41 citation_journal_title=J Comput Chem; citation_title=Efficient diffuse function-augmented basis sets for anion calculations. III. The 3–21 + G basis set for first-row elements, Li-F; citation_author=T Clark, J Chandrasekhar, GW Spitznagel, PVR Schleyer; citation_volume=4; citation_publication_date=1983; citation_pages=294-301; citation_doi=10.1002/jcc.540040303; citation_id=CR42 citation_journal_title=J Chem Phys; citation_title=Self-consistent molecular orbital methods 25. Supplementary functions for Gaussian basis sets; citation_author=MJ Frisch, JA Pople, JS Binkley; citation_volume=80; citation_publication_date=1984; citation_pages=3265-3269; citation_doi=10.1063/1.447079; citation_id=CR43 citation_journal_title=Wiley Interdiscip Rev Comput Mol Sci; citation_title=The ORCA program system; citation_author=F Neese; citation_volume=2; citation_publication_date=2012; citation_pages=73-78; citation_doi=10.1002/wcms.81; citation_id=CR44 citation_journal_title=Phys Chem Chem Phys; citation_title=Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: design and assessment of accuracy; citation_author=F Weigend, R Ahlrichs; citation_volume=7; citation_publication_date=2005; citation_pages=3297; citation_doi=10.1039/b508541a; citation_id=CR45 citation_journal_title=J Comput Chem; citation_title=Hartree-fock exchange fitting basis sets for H to Rn; citation_author=F Weigend; citation_volume=29; citation_publication_date=2008; citation_pages=167-175; citation_doi=10.1002/jcc.20702; citation_id=CR46 citation_journal_title=J Phys Chem B; citation_title=Unviersal solvation modle based on solute electron density and a contiuum model of the solvent defind by the bulk dielectric constant and atomic surface tensions; citation_author=AV Marenich, CJ Cramer, DG Truhlar; citation_volume=113; citation_publication_date=2009; citation_pages=6378-6396; citation_doi=10.1021/jp810292n; citation_id=CR47 citation_journal_title=J Chem Phys; citation_title=A new integral equation formalism for the polarizable continuum model: theoretical background and applications to isotropic and anisotropic dielectrics; citation_author=E Cancès, B Mennucci, J Tomasi; citation_volume=107; citation_publication_date=1997; citation_pages=3032-3041; citation_doi=10.1063/1.474659; citation_id=CR48 Yang H (2014) Schrödinger Maestro, Release 2014-1. Schrödinger, LLC, New York Bowers K, Chow E, Xu H, Dror R, Eastwood M, Gregersen B, Klepeis J, Kolossvary I, Moraes M, Sacerdoti F, Salmon J, Shan Y, Shaw D (2006) Scalable algorithms for molecular dynamics simulations on commodity clusters. In: ACM/IEEE SC 2006 conference (SC’06); IEEE, pp 43–43 citation_journal_title=J Comput Chem; citation_title=Scalable molecular dynamics with NAMD; citation_author=JC Phillips, R Braun, W Wang, J Gumbart, E Tajkhorshid, E Villa, C Chipot, RD Skeel, L Kalé, K Schulten; citation_volume=26; citation_publication_date=2005; citation_pages=1781-1802; citation_doi=10.1002/jcc.20289; citation_id=CR51 citation_journal_title=J Chem Theory Comput; citation_title=CHARMM additive all-atom force field for glycosidic linkages between hexopyranoses; citation_author=O Guvench, E Hatcher, RM Venable, RW Pastor, AD MacKerell; citation_volume=5; citation_publication_date=2009; citation_pages=2353-2370; citation_doi=10.1021/ct900242e; citation_id=CR52 citation_journal_title=J Comput Chem; citation_title=Additive empirical force field for hexopyranose monosaccharides; citation_author=O Guvench, SN Greenr, G Kamath, JW Brady, RM Venable, RW Pastor, AD Mackerell; citation_volume=29; citation_publication_date=2008; citation_pages=2543-2564; citation_doi=10.1002/jcc.21004; citation_id=CR53 citation_journal_title=J Comput Chem; citation_title=A molecular mechanics force field for lignin; citation_author=L Petridis, JC Smith; citation_volume=30; citation_publication_date=2009; citation_pages=457-467; citation_doi=10.1002/jcc.21075; citation_id=CR54 citation_journal_title=Phys Rev; citation_title=Note on an approximation treatment for many-electron systems; citation_author=C Møller, MS Plesset; citation_volume=46; citation_publication_date=1934; citation_pages=618-622; citation_doi=10.1103/PhysRev.46.618; citation_id=CR55 citation_journal_title=Phys Chem Chem Phys; citation_title=c A comparison of ab initio quantum-mechanical and experimental D0 binding energies of eleven H-bonded and eleven dispersion–bound complexes; citation_author=S Haldar, R Gnanasekaran, P Hobza; citation_volume=17; citation_publication_date=2015; citation_pages=26645-26652; citation_doi=10.1039/C5CP04427H; citation_id=CR56 citation_journal_title=Biopolymers; citation_title=The xyloglucan–cellulose assembly at the atomic scale; citation_author=J Hanus, K Mazeau; citation_volume=82; citation_publication_date=2006; citation_pages=59-73; citation_doi=10.1002/bip.20460; citation_id=CR57 citation_journal_title=Polymer; citation_title=Cellulose I microfibril assembly: computational molecular mechanics energy analysis favours bonding by van der Waals forces as the initial step in crystallization; citation_author=SK Cousins, RM Brown; citation_volume=36; citation_publication_date=1995; citation_pages=3885-3888; citation_doi=10.1016/0032-3861(95)99782-P; citation_id=CR58 citation_journal_title=J Phys Chem B; citation_title=Hydrophobic effects on a molecular scale; citation_author=G Hummer, S Garde, AE García, ME Paulaitis, LR Pratt; citation_volume=102; citation_publication_date=1998; citation_pages=10469-10482; citation_doi=10.1021/jp982873+; citation_id=CR59 citation_journal_title=Biomacromol; citation_title=Solvent-driven preferential association of lignin with regions of crystalline cellulose in molecular dynamics simulation; citation_author=B Lindner, L Petridis, R Schulz, JC Smith; citation_volume=14; citation_publication_date=2013; citation_pages=3390-3398; citation_doi=10.1021/bm400442n; citation_id=CR60 citation_journal_title=Biotechnol Biofuels; citation_title=Mechanism of lignin inhibition of enzymatic biomass deconstruction; citation_author=JV Vermaas, L Petridis, X Qi, R Schulz, B Lindner, JC Smith; citation_volume=8; citation_publication_date=2015; citation_pages=217; citation_doi=10.1186/s13068-015-0379-8; citation_id=CR61 citation_journal_title=Curr Opin Plant Biol; citation_title=Re-constructing our models of cellulose and primary cell wall assembly; citation_author=DJ Cosgrove; citation_volume=22; citation_publication_date=2014; citation_pages=122-131; citation_doi=10.1016/j.pbi.2014.11.001; citation_id=CR62 citation_journal_title=Planta; citation_title=Control of thickness of collenchyma cell walls by pectins; citation_author=MC Jarvis; citation_volume=187; citation_publication_date=1992; citation_pages=218-220; citation_doi=10.1007/BF00201941; citation_id=CR63 citation_journal_title=Carbohydr Polym; citation_title=Competitive binding of pectin and xyloglucan with primary cell wall cellulose; citation_author=A Zykwinska, JF Thibault, MC Ralet; citation_volume=74; citation_publication_date=2008; citation_pages=957-961; citation_doi=10.1016/j.carbpol.2008.05.004; citation_id=CR64 citation_journal_title=J Exp Bot; citation_title=Solid-state NMR investigations of cellulose structure and interactions with matrix polysaccharides in plant primary cell walls; citation_author=T Wang, M Hong; citation_volume=67; citation_publication_date=2016; citation_pages=503-514; citation_doi=10.1093/jxb/erv416; citation_id=CR65 citation_journal_title=J Am Chem Soc; citation_title=Free energies, enthalpies, and entropies of solution of gaseous nonpolar nonelectrolytes in water and nonaqueous solvents. The hydrophobic effect; citation_author=MH Abraham; citation_volume=104; citation_publication_date=1982; citation_pages=2085-2094; citation_doi=10.1021/ja00372a001; citation_id=CR66 citation_journal_title=J Chem Thermodyn; citation_title=Solvation of hydrocarbons in aqueous–organic mixtures; citation_author=IA Sedov, TI Magsumov, BN Solomonov; citation_volume=96; citation_publication_date=2016; citation_pages=153-160; citation_doi=10.1016/j.jct.2015.12.034; citation_id=CR67 citation_journal_title=J Phys Chem B; citation_title=Dynamics of water confined in reversed micelles: multidimensional vibrational spectroscopy study; citation_author=AA Bakulin, D Cringus, PA Pieniazek, JL Skinner, TLC Jansen, MS Pshenichnikov; citation_volume=117; citation_publication_date=2013; citation_pages=15545-15558; citation_doi=10.1021/jp405853j; citation_id=CR68 citation_journal_title=Appl Phys Lett; citation_title=Relaxation dynamics of surface-adsorbed water molecules in nanoporous silica probed by terahertz spectroscopy; citation_author=YR Huang, KH Liu, CY Mou, CK Sun; citation_volume=107; citation_publication_date=2015; citation_pages=081607; citation_doi=10.1063/1.4929767; citation_id=CR69 citation_journal_title=J Biol Chem; citation_title=Binding preferences, surface attachment, diffusivity, and orientation of a family 1 carbohydrate-binding module on cellulose; citation_author=MR Nimlos, GT Beckham, JF Matthews, L Bu, ME Himmel, MF Crowley; citation_volume=287; citation_publication_date=2012; citation_pages=20603-20612; citation_doi=10.1074/jbc.M112.358184; citation_id=CR70