Properties of compatible solutes in aqueous solution

Biophysical Chemistry

Volumn 160, Issue 1, 2012, Pages 62-68

  Smiatek, Jens ^a   Harishchandra, Rakesh Kumar ^a   Rubner, Oliver ^a   Galla, Hans Joachim ^a   Heuer, Andreas ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Aqueous solution; Compatible solute; Molecular Dynamics simulation

Indexed keywords

ECTOINE; HYDROXYECTOINE; SOLVENT; UNCLASSIFIED DRUG; UREA;

AQUEOUS SOLUTION; ARTICLE; CALCULATION; CHEMICAL STRUCTURE; CONCENTRATION RESPONSE; ELECTRIC POTENTIAL; HYDRATION; HYDROGEN BOND; MATHEMATICAL MODEL; MOLECULAR DYNAMICS; PHASE TRANSITION; PRIORITY JOURNAL; SALINITY; SIMULATION; SOLUTE; STRUCTURE ANALYSIS;

1,2-DIPALMITOYLPHOSPHATIDYLCHOLINE; AMINO ACIDS, DIAMINO; MOLECULAR CONFORMATION; MOLECULAR DYNAMICS SIMULATION; SOLUTIONS; STEREOISOMERISM; UREA; WATER;

EID: 80455122649     PISSN: 03014622     EISSN: 18734200     Source Type: Journal    
DOI: 10.1016/j.bpc.2011.09.007     Document Type: Article

References (50)

1. G. Lentzen, and T. Schwarz Extremolytes: natural compounds from extremophiles for versatile applications Appl. Microbiol. Biotechnol. 72 2006 623 634 (Pubitemid 44454921)
2. R. Graf, S. Anzali, J. Buenger, F. Pfluecker, and H. Driller The multifunctional role of ectoine as a natural cell protectant Clin. Dermatol. 26 2008 326 333
3. A.D. Brown Compatible solutes and extreme water stress in eukaryotic micro-organisms Adv. Microb. Physiol. 17 1978 181 242
4. E.A. Galinski, H.P. Pfeiffer, and H.G. Truper 1,4,5,6-Tetrahydro-2- methyl-4-pyrimidinecarboxylic acid: a novel cyclic amino acid from halophilic phototrophic bacteria of the genus Ectothiorhodospira Eur. J. Biochem. 149 1985 135 139 (Pubitemid 15013494)
5. E.A. Galinski Compatible solutes of halophilic eubacteria: molecular principles, water-solute interactions, stress protection Experientia 49 1993 487 496 (Pubitemid 23257970)
6. 15N NMR spectroscopy J. Biol. Chem. 263 1988 16014 16022 (Pubitemid 18262011)
7. W. Schuh, H. Puff, E.A. Galinski, and H.G. Truper The crystal structure of ectoine, a novel amino acid of potential osmoregulatory function Z. Naturforsch. 40c 1985 780 784
8. L. Inbar, F. Frolow, and A. Lapidot The conformation of new tetrahydropyrimidine derivatives in solution and in the crystal Eur. J. Biochem. 214 1993 897 906 (Pubitemid 23188167)
9. K. Suenobu, M. Nagaoka, T. Yamabe, and S. Nagata Ab initio molecular orbital study on molecular and hydration structures of ectoine J. Phys. Chem. A 102 1998 7505 7511 (Pubitemid 128611518)
10. T. Dirschka Ectoin-use and perspectives for dermatology Akt. Dermatol. 34 2008 115 118
11. P. Lamosa, D.L. Turner, R. Ventura, C. Maycock, and H. Santos Protein stabilization by compatible solutes. Effect of diglycerol phosphate on the dynamics of Desulfovibrio gigas rubredoxin studied by NMR Eur. J. Biochem. 270 2003 4606 4616
12. R.L. Foord, and R.J. Leatherbarrow Effect of osmolytes on the exchange rates of backbone amide protons in proteins Biochemistry 37 1998 2969 2978 (Pubitemid 28145750)
13. C.J. Lee, and S.N. Timasheff The stabilization of proteins by sucrose J. Biol. Chem. 256 1981 7193 7201
14. T. Arakawa, and S.N. Timasheff Preferential interactions of proteins with solvent components in aqueous amino acid solutions Arch. Biochem. Biophys. 224 1983 169 177
15. T. Arakawa, and S.N. Timasheff The stabilization of proteins by osmolytes Biophys. J. 47 1985 411 414
16. S.N. Timasheff Protein hydration, thermodynamic binding, and preferential hydration Biochemistry 41 2002 13473 13482 (Pubitemid 35332682)
17. T.O. Street, D.W. Bolen, and G.D. Rose A molecular mechanism for osmolyte-induced stability Proc Natl. Acad. Sci. 103 2006 13997 14002
18. D.W. Bolen, and G.D. Rose Structure and energetics of the hydrogen-bonded backbone in protein folding Annu. Rev. Biochem. 77 2008 339 362
19. J.A. Schellman Protein stability in mixed solvents: a balance of contact interaction and excluded volume Biophys. J. 85 2003 108 125 (Pubitemid 36753621)
20. I. Yu, and M. Nagaoka Slowdown of water diffusion around protein in aqueous solution with ectoine Chem. Phys. Lett. 388 2004 316 321
21. I. Yu, Y. Jindo, and M. Nagaoka Microscopic understanding of preferential exclusion of compatible solute ectoine: direct interaction and hydration alteration J. Phys. Chem. B 111 2007 10231 10238 (Pubitemid 47388029)
22. S. Knapp, R. Ladenstein, and E.A. Galinski Extrinsic protein stabilization by the naturally occurring osmolytes beta-hydroxyectoine and betaine Extremophiles 3 1999 191 198 (Pubitemid 29405310)
23. P.H. Yancey, M.E. Clark, S.C. Hand, R.D. Bowlus, and G.N. Somero Living with water stress: evolution of osmolyte systems Science 217 1982 1214 1222 (Pubitemid 13283134)
24. C. Held, T. Neuhaus, and G. Sadowski Compatible solutes: thermodynamic properties and biological impact of ectoines and prolines Biophys. Chem. 152 2010 28 39
25. R.K. Harishchandra, S. Wulff, G. Lentzen, T. Neuhaus, and H.-J. Galla The effect of compatible solute ectoines on the structural organization of lipid monolayer and bilayer membranes Biophys. Chem. 150 2010 37 46
26. R.K. Harishchandra, A.K. Sachan, A. Kerth, G. Lentzen, T. Neuhaus, and H.-J. Galla Compatible solutes: Ectoine and hydroxyectoine improve functional nanostructures in artificial lung surfactants BBA-Biomembranes 2011 10.1016/j.bbamem.606 2011.02.022
27. J. Bünger, J. Degwert, and H. Driller The protective function of compatible solute ectoin on the skin, skin cells and its biomolecules with respect to UV radiation, immunosuppression and membrane damage IFSCC Mag. 4 2001 127 131
28. H.J.C. Berendsen, J.R. Grigera, and T.P. Straatsma The missing term in effective pair potentials J. Phys. Chem. 91 1987 6269 6271
29. H.J.C. Berendsen, D. van der Spoel, and R. van Drunen GROMACS: a message-passing parallel molecular dynamics implementation Comp. Phys. Comm. 91 1995 43 56
30. B. Hess, C. Kutzner, D. van der Spoel, and E. Lindahl GROMACS 4: algorithms for highly efficient, load-balanced, and scalable molecular simulation J. Chem. Theory Comput. 4 2008 435 447
31. D. Van der Spoel, E. Lindahl, B. Hess, G. Groenhof, A.E. Mark, and H.J.C. Berendsen Gromacs: fast, flexible and free J. Comp. Chem. 26 2005 1701 1718
32. C. Oostenbrink, A. Villa, A.E. Mark, and W.F. van Gunsteren A biomolecular force field based on the free enthalpy of hydration and solvation: the GROMOS force-field parameter sets 53A5 and 53A6 J. Comp. Chem. 25 2004 1656 1676
33. D. Weininger SMILES, a chemical language and information system. 1. Introduction to methodology and encoding rules J. Chem. Inf. Comput. Sci. 28 1988 31 36 (Pubitemid 18574254)
34. http://cactus.nci.nih.gov/services/translate/ (accessed September 19th, 2011)
35. A.W. Schüttelkopf, and D.M.F. van Aalten PRODRG: a tool for high-throughput crystallography of protein-ligand complexes Acta Cryst. D60 2004 1355 1363 (Pubitemid 41079731)
36. R. Ahlrichs, M. Bär, M. Häser, M. Horn, and C. Kölmel Electronic structure calculations on workstation computers: the program system turbomole Chem. Phys. Lett. 162 1989 165 169
37. F. Weigend, M. Häser, H. Patzelt, and R. Ahlrichs RI-MP2: optimized auxiliary basis sets and demonstration of efficiency Chem. Phys. Lett. 294 1998 143 152 (Pubitemid 128344679)
38. C. Haettig Optimization of auxiliary basis sets for RI-MP2 and RI-CC2 calculations: corevalence and quintuple-basis sets for H to Ar and QZVPP basis sets for Li to Kr Phys. Chem. Chem. Phys. 7 2005 59 66
39. A. Schäfer, A. Klamt, D. Sattel, J.W.C. Lohrenz, and F. Eckert COSMO implementation in TURBOMOLE: extension of an efficient quantum chemical code towards liquid systems Phys. Chem. Chem. Phys. 2 2000 2187 2193
40. A. Klamt, and G. Schüürmann COSMO: a new approach to dielectric screening in solvents with explicit expressions for the screening energy and its gradient J. Chem. Soc. Perkin Trans. 2 1993 799 805
41. U. Essman, L. Perela, M.L. Berkowitz, T. Darden, H. Lee, and L.G. Pedersen A smooth particle mesh Ewald method J. Chem. Phys. 103 1995 8577 8593
42. D. Frenkel, and B. Smit Understanding Molecular Simulation 1996 Academic Press San Diego
43. B. Hess, H. Bekker, H.J.C. Berendsen, and J.G.E.M. Fraaije LINCS: a linear constraint solver for molecular simulations J. Comp. Chem. 18 1997 1463 1472 (Pubitemid 127637344)
44. M.P. Allen, and D.J. Tildesley Computer simulation of liquids 1987 Oxford Science Publications Oxford
45. F. Eisenhaber, P. Lijnzaad, P. Argos, C. Sander, and M. Scharf The double cubic lattice method: efficient approaches to numerical integration of surface area and volume and to dot surface contouring of molecular assemblies J. Comp. Chem. 16 1995 273 284
46. O.H.S. Ollila, H.J. Risselada, M. Louhivuori, E. Lindahl, I. Vattulainen, and S.J. Marrink 3D Pressure field in lipid membranes and membrane-protein complexes Phys. Rev. Lett. 102 2009 0781011 0781015
47. C.W. McConlogue, and T.K. Vanderlick A close look at domain formation in DPPC monolayers Langmuir 13 1997 7158 7164 (Pubitemid 127601914)
48. P.E. Milhiet, M.-C. Giocondi, and C. Le Grimellec AFM imaging of lipid domains in model membranes Sci. World J. 3 2003 59 74
49. D.J. Benvegnu, and H.M. McConnell Line tension between liquid domains in lipid monolayers J. Phys. Chem. 96 1992 6820 6824
50. S. May A molecular model for the line tension of lipid membranes Eur. Phys. J. E. 3 2000 37 44