Constraints on Iβ cellulose twist from DFT calculations of 13C NMR chemical shifts

Cellulose

Volumn 21, Issue 6, 2014, Pages 3979-3991

  Shklyaev, Oleg E ^a   Kubicki, James D ^b   Watts, Heath D ^b   Crespi, Vincent H ^a  

^a PENNSYLVANIA STATE UNIVERSITY   (United States)

^b PENNSYLVANIA STATE UNIVERSITY   (United States)

Author keywords

Cellulose; DFT; NMR; Structure; Twist

Indexed keywords

CELLULOSE; DEFORMATION; NUCLEAR MAGNETIC RESONANCE; STRUCTURE (COMPOSITION);

DFT CALCULATION; DISPERSION CORRECTION; ENERGY MINIMIZATION; HELICAL ANGLE; NMR CHEMICAL SHIFTS; NUCLEAR MAGNETIC RESONANCE CHEMICAL SHIFTS; PERIODIC DENSITY; TWIST;

CHEMICAL SHIFT;

EID: 84912011793     PISSN: 09690239     EISSN: 1572882X     Source Type: Journal    
DOI: 10.1007/s10570-014-0448-3     Document Type: Article

References (49)

1. Aabloo A, French AD, Mikelsaar RH, Pertsin AJ (1994) Studies of crystalline native celluloses using potential energy calculations. Cellulose 1:161–168
2. Adamo C, Barone V (1998) Introduction I exchange functionals with improved long-range behavior and adiabatic connection methods without adjustable parameters: the mPW and mPW1PW models. J Chem Phys 108:664–675
3. Atalla RH, VanderHart DL (1984) Native cellulose: a composite of two distinct crystalline forms. Science 223:283–285
4. Bachrach SM (2007) Quantum mechanics for organic chemistry. In: Computational organic chemistry, New York, p 811
5. Buhl M, Kaupp M, Malkina OL, Malkin VG (1999) The DFT route to NMR chemical shifts. J Comput Chem 20:91–105
6. Cheeseman JR, Trucks GW, Keith TA, Frisch MJ (1996a) A comparison of models for calculating nuclear magnetic resonance shielding tensors. J Chem Phys 104:5497–5509
7. Cheeseman JR, Trucks GW, Keith TA, Frisch MJ (1996) A comparison of models for calculating nuclear magnetic resonance shielding tensors. J Chem Phys 104:5497–5509
8. Clark T, Chandrasekhar J, Spitznagel GW, Schleyer PVR (1983) Efficient diffuse function-augmented basis sets for anion calculations. III. The 3-21+G basis set for first-row elements, Li-F. J Comput Chem 4:294–301. doi:10.1002/jcc.540040303
9. Erata T, Shikano T, Yunoki S, Takai M (1997) The complete assignment of the 13C CP/MAS NMR spectrum of native cellulose by using 13C labeled glucose. Cellul Commun 4:128–131
10. 13C NMR chemical shifts in two forms of native cellulose, Iα and Iβ. Carbohydr Res 347:99–106
11. Fernandes AN, Thomas LH, Altaner CM, Callow P, Forsyth VT, Apperley DC, Kennedy CJ, Jarvis MC (2011) Nanostructure of cellulose microfibrils in spruce wood. PNAS 108(47):E1195–E1203
12. French AD, Johnson GP (2009) Cellulose and the twofold screw axis: modeling and experimental arguments. Cellulose 16:959–973
13. French AD, Johnson GP (2004a) What crystals of small analogs are trying to tell us about cellulose structure. Cellulose 11:5–22
14. French AD, Johnson GP (2004b) Advanced conformational energy surfaces for cellobiose. Cellulose 11:449–462
15. French AD, Johnson GP (2006) Quantum mechanics studies of cellobiose conformations. Can J Chem 84:603–612
16. Frisch MJ, Trucks GW, Schlegel HB, et al (2009) Gaussian 09 revision B.01. Wallingford, CT
17. Gray DG (1996) Chirality in cellulose and cellulose-based materials. Polym Prepr (Div Polym Sci Am Chem Soc) 37:485–486
18. Gottlieb HE, Kotlyar V, Nudelman A (1997) NMR chemical shifts of common laboratory solvents as trace impurities. J Org Chem 62:7512–7515
19. Hadden JA, French AD, Woods RJ (2013) Unraveling cellulose microfibrils: a twisted tale. Biopolymers (Special Issue: 50th Anniversary Special Issue on Glycosciences) 99(10):746–756
20. Haigler CH, White AR, Brown RM, Cooper KM (1982) Alteration of invivo cellulose ribbon assembly by carboxymethylcellulose and other cellulose derivatives. J Cell Biol 94:64–69
21. Hanley SJ, Revol J-F, Godbout L, Gray DG (1997) Atomic force microscopy and transmission electron microscopy of cellulose from Micrasterias denticulata; evidence for a chiral helical microfibril twist. Cellulose 4:209–220
22. Hirai A, Tuji M, Horii F (1998) Helical sense of ribbon assemblies and splayed microfibrils of bacterial cellulose. SenI Gakkaishi 54:506–510
23. Hohenberg P, Kohn W (1964) Inhomogeneous electron gas. Phys Rev 136:B864–B871
24. Karadakov PB (2006) Ab initio calculation of NMR shielding constants. In: Webb GA (ed) Modern magnetic resonance. Springer, The Netherlands, pp 63–70
25. Kohn W, Sham LJ (1965) Self-consistent equations including exchange and correlation effects. Phys Rev 140:A1133–A1138
26. Kono H, Erata T, Takai M (2003) Determination of the through-bond carbon-carbon and carbon-proton connectivities of the native celluloses in the solid state. Macromolecules 36:5131–5138
27. Krishnan R, Brinkley JS, Seeger R, Pople JA (1980) Self-consistent molecular orbital methods. XX. A basis set for correlated wave functions. J Chem Phys 72:650–654
28. Kubicki JD, Mohamed MN-A, Watts HD (2013a) Quantum mechanical modeling of the structures, energetics and spectral properties of Iα and Iβ cellulose. Cellulose 20:9–23. doi: 10.1007/s10570-012-9838-6
29. Kubicki JD, Watts HD, Zhao Z, Zhong L (2013b) Quantum mechanical calculations on cellulosewater interactions: structures, energetics, vibrational frequencies and NMR chemical shifts for surfaces of Iα and Iβ cellulose. Cellulose 118. doi:10.1007/s10570-013-0029-x
30. Matthews JF, Skopec CE, Mason PE, Zuccato P, Torget RW, Sugiyama J, Himmel ME, Brady JW (2006) Computer simulation studies of microcrystalline cellulose I beta. Carbohydr Res 341:138–152
31. Nimlos MR, Matthews JF, Crowley MF, Walker RC, Chukkapalli G, Brady JW, Adney WS, Cleary JM, Zhong L, Himmel ME (2007) Molecular modeling suggests induced fit of Family I carbohydrate-binding modules with a broken-chain cellulose surface. Protein Eng Des Sel 20:179–187
32. Nishiyama Y, Langan P, Chanzy H (2002) Crystal structure and hydrogen-bonding system in cellulose Iβ from synchrotron X-ray and neutron fiber diffraction. J Am Chem Soc 124(31):9074–9082
33. Nishiyama Y, Sugiyama J, Chanzy H, Langan P (2003) Crystal structure and hydrogen bonding system in cellulose Ia from synchrotron X-ray and neutron fiber diffraction. J Am Chem Soc 125(47):14300–14306
34. Paavilainen S, Rog T, Vattulainen I (2011) Analysis of twisting of cellulose nanofibrils in atomistic molecular dynamics simulations. J Phys Chem B 115:3747–3755
35. Papajak E, Zheng J, Xu X et al (2011) Perspectives on basis sets beautiful: seasonal plantings of diffuse basis functions. J Chem Theory Comput 7:3027–3034
36. Perdew J, Chevary J, Vosko S (1992) Atoms, molecules, solids, and surfaces: applications of the generalized gradient approximation for exchange and correlation. Phys Rev B 46:6671–6687
37. Qian X (2008) The effect of cooperativity on hydrogen bonding interactions in native cellulose Iβ from ab initio molecular dynamics simulations. Mol Simul 34(2):183–191
38. Sarotti AM, Pellegrinet SC (2009) A multi-standard approach for GIAO (13)C NMR calculations. J Org Chem 74:7254–7260
39. Schreckenbach G, Ziegler T (1995) Calculation of NMR shielding tensors using gauge-including atomic orbitals and modern density functional theory. J Phys Chem 99:606611. doi:10.1021/j100002a024
40. 13C chemical shifts. Cellulose 10:189–199
41. 13C solid-state NMR of gossypium barbadense (Pima) cotton. J Mol Struct 878:177–184
42. 13C NMR. Macromolecules 17(8):1465–1472
43. Watts H, Mohamed M, Kubicki J (2011) Comparison of multistandard and TMS-standard calculated NMR shifts for coniferyl alcohol and application of the multistandard method to lignin dimers. J Phys Chem B 115:1958–1970
44. Watts HD, Mohamed MNA, Kubicki JD (2014) A DFT study of vibrational frequencies and 13C NMR chemical shifts of model cellulosic fragments as a function of size. Cellulose 21(1):53–70
45. Wolinski K, Hinton JF, Pulay P (1990) Efficient implementation of the gauge-independent atomic orbital method for NMR chemical shift calculations. J Am Chem Soc 112:8251–8260. doi:10.1021/ja00179a005
46. β crystal models by molecular dynamics. Carbohydr Res 341:2521–2530
47. I. Biomacromolecules 8:817–824
48. I crystal models: a molecular dynamics study. Cellulose 16:151–165
49. Zhao Z, Shklyaev OE, Nili A, Mohamed MN-A, Kubicki JD, Crespi VH, Zhong L (2013) Cellulose microfibril twist, mechanics, and implication for cellulose biosynthesis. J Phys Chem A 117:2580–2589