Separation, Immobilization, and Biocatalytic Utilization of Proteins by a Supramolecular Membrane

PLoS ONE

Volumn 8, Issue 5, 2013, Pages

  Krieg, Elisha ^a   Albeck, Shira ^a   Weissman, Haim ^a   Shimoni, Eyal ^a   Rybtchinski, Boris ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; ARTIFICIAL MEMBRANE; BIOCATALYSIS; BIOCOMPATIBILITY; CHEMICAL STRUCTURE; CONCENTRATION (PARAMETERS); HYDRODYNAMICS; HYDROPHOBICITY; MEMBRANE STABILIZATION; MOLECULAR WEIGHT; PROTEIN ANALYSIS; PROTEIN IMMOBILIZATION; RECYCLING; REPRODUCIBILITY; SUPRAMOLECULAR MEMBRANE; ULTRAFILTRATION;

BIOCATALYSIS; ENZYMES, IMMOBILIZED; FURANS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; KINETICS; MICROPORE FILTERS; MOLECULAR WEIGHT; PROTEINS; PYRIDONES; ULTRAFILTRATION;

EID: 84877597108     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0063188     Document Type: Article

References (85)

1. Rybtchinski B, (2011) Adaptive Supramolecular Nanomaterials Based on Strong Noncovalent Interactions. ACS Nano 5: 6791-6818.
2. Aida T, Meijer EW, Stupp SI, (2012) Functional Supramolecular Polymers. Science 335: 813-817.
3. Krieg E, Rybtchinski B, (2011) Noncovalent Water-Based Materials: Robust yet Adaptive. Chem Eur J 17: 9016-9026.
4. Stupp SI, LeBonheur V, Walker K, Li LS, Huggins KE, et al. (1997) Supramolecular Materials: Self-Organized Nanostructures. Science 276: 384-389.
5. Cordier P, Tournilhac F, Soulie-Ziakovic C, Leibler L, (2008) Self-healing and thermoreversible rubber from supramolecular assembly. Nature 451: 977-980.
6. Lehn JM, (1993) Supramolecular chemistry. Science 260: 1762-1763.
7. Whitesides GM, Mathias JP, Seto CT, (1991) Molecular self-assembly and nanochemistry: a chemical strategy for the synthesis of nanostructures. Science 254: 1312-1319.
8. Stoddart JF, (2009) Thither supramolecular chemistry? Nature Chem 1: 14-15.
9. Wang Q, Mynar JL, Yoshida M, Lee E, Lee M, et al. (2010) High-water-content mouldable hydrogels by mixing clay and a dendritic molecular binder. Nature 463: 339-343.
10. Fenske T, Korth H-G, Mohr A, Schmuck C, (2012) Advances in Switchable Supramolecular Nanoassemblies. Chem Eur J 18: 738-755.
11. Sijbesma RP, Beijer FH, Brunsveld L, Folmer BJB, Hirschberg JHKK, et al. (1997) Reversible polymers formed from self-complementary monomers using quadruple hydrogen bonding. Science 278: 1601-1604.
12. Capito RM, Azevedo HS, Velichko YS, Mata A, Stupp SI, (2008) Self-assembly of large and small molecules into hierarchically ordered sacs and membranes. Science 319: 1812-1816.
13. Zhang S, (2002) Emerging biological materials through molecular self-assembly. Biotechnology Advances 20: 321-339.
14. Dankers PYW, Meijer EW, (2007) Supramolecular Biomaterials. A Modular Approach towards Tissue Engineering. Bull Chem Soc Jpn 80: 2047-2073.
15. Stupp SI, (2010) Self-Assembly and Biomaterials. Nano Lett 10: 4783-4786.
16. Lim Y-b, Moon K-S, Lee M, (2008) Rod-coil block molecules: their aqueous self-assembly and biomaterials applications. J Mater Chem 18: 2909-2909.
17. Percec V, Wilson DA, Leowanawat P, Wilson CJ, Hughes AD, et al. (2010) Self-Assembly of Janus Dendrimers into Uniform Dendrimersomes and Other Complex Architectures. Science 328: 1009-1014.
18. Huang Z, Lee H, Lee E, Kang S-K, Nam J-M, et al. (2011) Responsive nematic gels from the self-assembly of aqueous nanofibres. Nat Commun 2: 459-459.
19. Shah RN, Shah Na, Del Rosario Lim MM, Hsieh C, Nuber G, et al. (2010) Supramolecular design of self-assembling nanofibers for cartilage regeneration. PNAS 107: 3293-3298.
20. Saxena A, Tripathi BP, Kumar M, Shahi VK, (2009) Membrane-based techniques for the separation and purification of proteins: An overview. Adv Coll Int Sci 145: 1-22.
21. van Reis R, Zydney A, (2001) Membrane separations in biotechnology. Curr Opin Biotechnol 12: 208-211.
22. van Reis R, Zydney A, (2007) Bioprocess membrane technology. J Membr Sci 297: 16-50.
23. Lightfoot EN, Moscariello JS, (2004) Bioseparations. Biotechnol Bioeng 87: 259-273.
24. Keller K, Friedmann T, Boxman A, (2001) The bioseparation needs for tomorrow. Trends Biotechnol 19: 438-441.
25. Bhattacharjee S, Bhattacharjee C, Datta S, (2006) Studies on the fractionation of beta-lactoglobulin from casein whey using ultrafiltration and ion-exchange membrane chromatography. J Membr Sci 275: 141-150.
26. Lu J, Wan Y, Cui Z, (2005) Fractionation of Lysozyme and Chicken Egg Albumin Using Ultrafiltration with 30-kDa Commercial Membranes. Ind Eng Chem Res 44: 7610-7616.
27. Peeva PD, Knoche T, Pieper T, Ulbricht M, (2012) Performance of Thin-Layer Hydrogel Polyethersulfone Composite Membranes during Dead-End Ultrafiltration of Various Protein Solutions. Ind Eng Chem Res 51: 7231-7241.
28. Illanes As (2008) Enzyme biocatalysis: principles and applications: Springer.
29. Ulbricht M, (2006) Advanced functional polymer membranes. Polymer 47: 2217-2262.
30. Vandezande P, Gevers LEM, Vankelecom IFJ, (2008) Solvent resistant nanofiltration: separating on a molecular level. Chem Soc Rev 37: 365-405.
31. Benfer S, Árki P, Tomandl G, (2004) Ceramic membranes for filtration applications- preparation and characterization. Adv Eng Mater 6: 495-500.
32. Tokarev I, Minko S, (2009) Multiresponsive, Hierarchically Structured Membranes: New, Challenging, Biomimetic Materials for Biosensors, Controlled Release, Biochemical Gates, and Nanoreactors. Adv Mater 21: 241-247.
33. Yang Q, Adrus N, Tomicki F, Ulbricht M, (2011) Composites of functional polymeric hydrogels and porous membranes. J Mater Chem 21: 2783-2811.
34. Beginn U, (1998) Supramolecular templates as porogenes. Adv Mater 10: 1391-1394.
35. Yang SY, Yang J-A, Kim E-S, Jeon G, Oh EJ, et al. (2010) Single-File Diffusion of Protein Drugs through Cylindrical Nanochannels. ACS Nano 4: 3817-3822.
36. Phillip WA, O'Neill B, Rodwogin M, Hillmyer MA, Cussler EL, (2010) Self-Assembled Block Copolymer Thin Films as Water Filtration Membranes. ACS Appl Mater Inter 2: 847-853.
37. Beginn U, Zipp G, Möller M, (2000) Functional Membranes Containing Ion-Selective Matrix-Fixed Supramolecular Channels. Adv Mater 12: 510-513.
38. Krieg E, Weissman H, Shirman E, Shimoni E, Rybtchinski B, (2011) A recyclable supramolecular membrane for size-selective separation of nanoparticles. Nature Nanotech 6: 141-146.
39. Lu Y, Suzuki T, Zhang W, Moore JS, Marinas BJ, (2007) Nanofiltration membranes based on rigid star amphiphiles. Chem Mater 19: 3194-3204.
40. Peinemann K-V, Abetz V, Simon PFW, (2007) Asymmetric superstructure formed in a block copolymer via phase separation. Nat Mater 6: 992-996.
41. Nunes SP, Behzad AR, Hooghan B, Sougrat R, Karunakaran M, et al. (2011) Switchable pH-Responsive Polymeric Membranes Prepared via Block Copolymer Micelle Assembly. ACS Nano 5: 3516-3522.
42. Tyagi P, Deratani A, Bouyer D, Cot D, Gence V, et al. (2012) Dynamic Interactive Membranes with Pressure-Driven Tunable Porosity and Self-Healing Ability. Angew Chem Int Ed 51: 7166-7170.
43. Dankers PYW, Boomker JM, Huizinga-van der Vlag A, Smedts FMM, Harmsen MC, et al. (2010) The use of fibrous, supramolecular membranes and human tubular cells for renal epithelial tissue engineering: towards a suitable membrane for a bioartificial kidney. Macromol Biosci 10: 1345-1354.
44. Uehara H, Kakiage M, Sekiya M, Sakuma D, Yamonobe T, et al. (2009) Size-Selective Diffusion in Nanoporous but Flexible Membranes for Glucose Sensors. ACS Nano 3: 924-932.
45. Ball P, (2008) Water as an active constituent in cell biology. Chem Rev 108: 74-108.
46. Blokzijl W, Engberts JBFN, (1993) Hydrophobic effects. Opinions and facts. Angew Chem Int Ed 32: 1545-1579.
47. Chandler D, (2005) Interfaces and the driving force of hydrophobic assembly. Nature 437: 640-647.
48. Oshovsky GV, Reinhoudt DN, Verboom W, (2007) Supramolecular Chemistry in Water. Angew Chem Int Ed 46: 2366-2393.
49. Ryu J-H, Hong D-J, Lee M (2008) Aqueous self-assembly of aromatic rod building blocks. Chem Commun: 1043-1054.
50. Görl D, Zhang X, Würthner F, (2012) Molecular Assemblies of Perylene Bisimide Dyes in Water. Angew Chem Int Ed 51: 6328-6348.
51. Krieg E, Shirman E, Weissman H, Shimoni E, Wolf SG, et al. (2009) Supramolecular gel based on a perylene diimide dye: multiple stimuli responsiveness, robustness, and photofunction. J Am Chem Soc 131: 14365-14373.
52. Würthner F (2004) Perylene bisimide dyes as versatile building blocks for functional supramolecular architectures. Chem Commun: 1564-1579.
53. Lo Nostro P, Ninham BW, Milani S, Lo Nostro A, Pesavento G, et al. (2006) Hofmeister effects in supramolecular and biological systems. Biophys Chem 124: 208-213.
54. Gibb BC, (2011) Supramolecular Assembly and Binding in Aqueous Solution: Useful Tips Regarding the Hofmeister and Hydrophobic Effects. Isr J Chem 51: 798-806.
55. Corbin PS, Zimmerman SC, (1998) Self-Association without Regard to Prototropy. A Heterocycle That Forms Extremely Stable Quadruply Hydrogen-Bonded Dimers. J Am Chem Soc 120: 9710-9711.
56. Schmuck C, Wienand W, (2003) Highly Stable Self-Assembly in Water: Ion Pair Driven Dimerization of a Guanidiniocarbonyl Pyrrole Carboxylate Zwitterion. J Am Chem Soc 125: 452-459.
57. Chen Z, Lohr A, Saha-Möller CR, Würthner F, (2009) Self-assembled pi-stacks of functional dyes in solution: structural and thermodynamic features. Chem Soc Rev 38: 564-584.
58. Prins LJ, Reinhoudt DN, Timmerman P, (2001) Noncovalent Synthesis Using Hydrogen Bonding. Angew Chem Int Ed 40: 2382-2426.
59. Tidhar Y, Weissman H, Wolf SG, Gulino A, Rybtchinski B, (2011) Pathway-Dependent Self-Assembly of Perylene Diimide/Peptide Conjugates in Aqueous Medium. Chem Eur J 17: 6068-6075.
60. Kane RS, Deschatelets P, Whitesides GM, (2003) Kosmotropes Form the Basis of Protein-Resistant Surfaces. Langmuir 19: 2388-2391.
61. Kingshott P, Thissen H, Griesser HJ, (2002) Effects of cloud-point grafting, chain length, and density of PEG layers on competitive adsorption of ocular proteins. Biomaterials 23: 2043-2056.
62. Dalsin JL, Lin L, Tosatti S, Vörös J, Textor M, et al. (2004) Protein Resistance of Titanium Oxide Surfaces Modified by Biologically Inspired mPEG-DOPA. Langmuir 21: 640-646.
63. Brady D, Jordaan J, (2009) Advances in enzyme immobilisation. Biotechnol Lett 31: 1639-1650.
64. Sheldon RA, (2007) Enzyme Immobilization: The Quest for Optimum Performance. Adv Synth Catal 349: 1289-1307.
65. Spahn C, Minteer SD, (2008) Enzyme Immobilization in Biotechnology. Recent Pat Eng 2: 195-200.
66. Tran DN, Balkus KJ, (2011) Perspective of Recent Progress in Immobilization of Enzymes. ACS Catal 1: 956-968.
67. see for example technical specifications of Koch Membrane Systems HFM-180 or Sartorius stedim VF20P4, VF20C4.
68. Röthlisberger D, Khersonsky O, Wollacott AM, Jiang L, DeChancie J, et al. (2008) Kemp elimination catalysts by computational enzyme design. Nature 453: 190-195.
69. Khersonsky O, Röthlisberger D, Wollacott AM, Murphy P, Dym O, et al. (2011) Optimization of the in-silico-designed kemp eliminase KE70 by computational design and directed evolution. J Mol Biol 407: 391-412.
70. Maurus R, Nguyen NT, Stokell DJ, Ayed A, Hultin PG, et al. (2003) Insights into the Evolution of Allosteric Properties. The NADH Binding Site of Hexameric Type II Citrate Synthases. Biochemistry 42: 5555-5565.
71. Nguyen NT, Maurus R, Stokell DJ, Ayed A, Duckworth HW, et al. (2001) Comparative Analysis of Folding and Substrate Binding Sites between Regulated Hexameric Type II Citrate Synthases and Unregulated Dimeric Type I Enzymes. Biochemistry 40: 13177-13187.
72. Joerger AC, Gosse C, Fessner W-D, Schulz GE, (2000) Catalytic Action of Fuculose 1-Phosphate Aldolase (Class II) As Derived from Structure-Directed Mutagenesis. Biochemistry 39: 6033-6041.
73. Baker R (2004) Membrane Technology and Applications. Menlo Park: Wiley.
74. Srere PA, Brazil H, Gonen L, (1963) The Citrate Condensing Enzyme of Pigeon Breast Muscle and Moth Flight Muscle. Acta Chem Scand 17: S129-S134.
75. Bradford MM, (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72: 248-254.
76. Miller JH (1972) Experiments in molecular genetics. New York: Cold Spring Harbor Laboratory.
77. Cao L, van Rantwijk F, Sheldon RA, (2000) Cross-Linked Enzyme Aggregates: A Simple and Effective Method for the Immobilization of Penicillin Acylase. Org Lett 2: 1361-1364.
78. Torres-Salas P, del Monte-Martinez A, Cutiño-Avila B, Rodriguez-Colinas B, Alcalde M, et al. (2011) Immobilized Biocatalysts: Novel Approaches and Tools for Binding Enzymes to Supports. Adv Mater 23: 5275-5282.
79. Onda M, Lvov Y, Ariga K, Kunitake T, (1996) Sequential reaction and product separation on molecular films of glucoamylase and glucose oxidase assembled on an ultrafilter. J Ferment Bioeng 82: 502-506.
80. Sayle RA, Milner-White EJ, (1995) RASMOL: biomolecular graphics for all. Trends Biochem Sci 20: 374-374.
81. Bernstein HJ, (2000) Recent changes to RasMol, recombining the variants. Trends Biochem Sci 25: 453-455.
82. Serp D, Mueller M, Stockar Uv, Marison IW, (2002) Low-temperature electron microscopy for the study of polysaccharide ultrastructures in hydrogels. I. Theoretical and technical considerations. Biotechnol Bioeng 79: 243-252.
83. Serp D, Mueller M, Stockar Uv, Marison IW, (2002) Low-temperature electron microscopy for the study of polysaccharide ultrastructures in hydrogels. II. Effect of temperature on the structure of Ca2+-alginate beads. Biotechnol Bioeng 79: 253-259.
84. Matzelle T, Reichelt R, (2008) Review: Hydro-, micro- and nanogels studied by complementary measurements based on SEM and SFM. Acta Microscopica 17: 45-61.
85. Menger FM, Seredyuk VA, Apkarian RP, Wright ER, (2002) Colloidal Assemblies of Branched Geminis Studied by Cryo-etch-HRSEM. J Am Chem Soc 124: 12408-12409.