Advertisement

pp 1-29 | Cite as

Ionic Liquids in Bioseparation Processes

  • Diana C. V. Belchior
  • Iola F. Duarte
  • Mara G. Freire
Chapter
Part of the Advances in Biochemical Engineering/Biotechnology book series

Abstract

Bioseparation processes are a relevant part of modern biotechnology, particularly regarding the development of efficient and biocompatible methods for the separation and purification of added-value biologically active compounds. In this field, ionic liquids (ILs) have been proposed, either in liquid–liquid extractions, in which non-water miscible ILs or aqueous biphasic systems (ABS) formed by ILs can be used, or in solid–liquid extractions, in which they are covalently attached to create supported IL phases (SILPs). Aprotic ILs possess unique properties, such as non-volatility and designability, which are valuable in their use in bioseparation processes. In this chapter, we summarize and discuss bioseparation processes based on ILs, including both liquid–liquid and solid–liquid extractions, applied to amino acids and proteins. The most recent and remarkable advances in this area are emphasized, and improvements brought by the use of ILs properly discussed. New insights and envisaged directions with IL-based bioseparation processes are suggested.

Graphical Abstract

Keywords

Amino acids Ionic liquid Liquid–liquid extraction Proteins Solid–liquid extraction 

Notes

Acknowledgments

This work was developed in the scope of projects CICECO – Aveiro Institute of Materials (Ref. FCT UID/CTM/50011/2013) and MultiBiorefinery (POCI-01-0145-FEDER-016403), financed by national funds through Fundação para a Ciência e a Tecnologia (FCT, Portugal)/MEC and co-financed by FEDER under the PT2020 Partnership agreement. The authors acknowledge financial support from the European Union Framework Programme for Research and Innovation HORIZON 2020, under the TEAMING Grant agreement No 739572 – The Discoveries CTR. D.C.V. Belchior acknowledges financial support from Conselho Nacional de Desenvolvimento Científico e Tecnológico – CNPq for the PhD grant [202337/2015-4]). I.F. Duarte acknowledges the FCT/MCTES for a research contract under the Program ‘Investigador FCT’. M.G. Freire acknowledges the European Research Council under the European Union’s Seventh Framework Programme (FP7/2007-2013) /ERC grant agreement n° 337753.

References

  1. 1.
    Martínez-Aragón M, Burghoff S, Goetheer ELV, de Haan AB (2009) Guidelines for solvent selection for carrier mediated extraction of proteins. Sep Purif Technol 65:65–72.  https://doi.org/10.1016/j.seppur.2008.01.028CrossRefGoogle Scholar
  2. 2.
    Ahamed T, Ottens M, Nfor BK et al (2006) A generalized approach to thermodynamic properties of biomolecules for use in bioseparation process design. Fluid Phase Equilib 241:268–282.  https://doi.org/10.1016/j.fluid.2005.12.011CrossRefGoogle Scholar
  3. 3.
    Bhawsar CM, Pandit B, Sawant B, Joshi B (1994) Enzyme mass transfer coefficient in a sieve plate extraction column. Chem Eng J 55:B1–B17.  https://doi.org/10.1016/0923-0467(94)87012-8CrossRefGoogle Scholar
  4. 4.
    Ventura SPM, Silva FA, Quental MV et al (2017) Ionic-liquid-mediated extraction and separation processes for bioactive compounds: past, present, and future trends. Chem Rev 117:6984–7052.  https://doi.org/10.1021/acs.chemrev.6b00550CrossRefGoogle Scholar
  5. 5.
    Plechkova NV, Seddon KR (2008) Applications of ionic liquids in the chemical industry. Chem Soc Rev 37:123–150.  https://doi.org/10.1039/B006677JCrossRefGoogle Scholar
  6. 6.
    Albertsson P (1986) Partition of cell particles and macromolecules: separation and purification of biomolecules, cell organelles, membranes, and cells in aqueous polymer two-phase systems and their use in biochemical analysis and biotechnology.3rd edn. Wiley, ChichesterGoogle Scholar
  7. 7.
    Iqbal M, Tao Y, Xie S et al (2016) Aqueous two-phase system (ATPS): an overview and advances in its applications. Biol Proced Online 18:1–18.  https://doi.org/10.1186/s12575-016-0048-8CrossRefGoogle Scholar
  8. 8.
    Grilo AL, Aires-Barros MR, Azevedo AM (2014) Partitioning in aqueous two-phase systems: fundamentals, applications and trends. Sep Purif Rev 45:68–80.  https://doi.org/10.1080/15422119.2014.983128CrossRefGoogle Scholar
  9. 9.
    Azevedo AM, Fonseca LP, Prazeres DMF (1999) Stability and stabilisation of penicillin acylase. J Chem Technol Biotechnol 74:1110–1116.  https://doi.org/10.1002/(SICI)1097-4660(199911)74:11<1110::AID-JCTB149>3.0.CO;2-BCrossRefGoogle Scholar
  10. 10.
    Pereira JFB, Rebelo LPN, Rogers RD et al (2013) Combining ionic liquids and polyethylene glycols to boost the hydrophobic-hydrophilic range of aqueous biphasic systems. Phys Chem Chem Phys 15:19580–19583.  https://doi.org/10.1039/c3cp53701cCrossRefGoogle Scholar
  11. 11.
    Li J, Kao WJ (2003) Synthesis of polyethylene glycol (PEG) derivatives and PEGylated - peptide biopolymer conjugates. Biomacromolecules 4:1055–1067.  https://doi.org/10.1021/bm034069lCrossRefGoogle Scholar
  12. 12.
    Rosa PAJ, Azevedo AM, Ferreira IF et al (2007) Affinity partitioning of human antibodies in aqueous two-phase systems. J Chromatogr A 1162:103–113.  https://doi.org/10.1016/j.chroma.2007.03.067CrossRefGoogle Scholar
  13. 13.
    Pereira JFB, Lima ÁS, Freire MG, Coutinho JAP (2010) Ionic liquids as adjuvants for the tailored extraction of biomolecules in aqueous biphasic systems. Green Chem 12:1661.  https://doi.org/10.1039/c003578eCrossRefGoogle Scholar
  14. 14.
    Dhadge VL, Rosa SASL, Azevedo AM et al (2014) Magnetic aqueous two-phase fishing: a hybrid process technology for antibody purification. J Chromatogr A 1339:59–64.  https://doi.org/10.1016/j.chroma.2014.02.069CrossRefGoogle Scholar
  15. 15.
    Gutowski KE, Broker GA, Willauer HD et al (2003) Controlling the aqueous miscibility of ionic liquids: aqueous biphasic systems of water-miscible ionic liquids and water-structuring salts for recycle, metathesis, and separations. J Am Chem Soc 125:6632–6633.  https://doi.org/10.1021/ja0351802CrossRefGoogle Scholar
  16. 16.
    Freire MG, Cláudio AFM, Araújo JMM et al (2012) Aqueous biphasic systems: a boost brought about by using ionic liquids. Chem Soc Rev 41:4966–4995.  https://doi.org/10.1039/c2cs35151jCrossRefGoogle Scholar
  17. 17.
    Abd A, Ahmed A, Xiashi Z (2017) Developments/application of ionic liquids/poly ionic liquids in magnetic solid-phase extraction and solid phase microextraction. Colloid Surf Sci 2:162–170.  https://doi.org/10.11648/j.css.20170204.15CrossRefGoogle Scholar
  18. 18.
    Carda-Broch S, Berthod A, Armstrong DW (2003) Solvent properties of the 1-butyl-3-methylimidazolium hexafluorophosphate ionic liquid. Anal Bioanal Chem 375:191–199.  https://doi.org/10.1007/s00216-002-1684-1CrossRefGoogle Scholar
  19. 19.
    Smirnova SV, Torocheshnikova II, Formanovsky AA, Pletnev IV (2004) Solvent extraction of amino acids into a room temperature ionic liquid with dicyclohexano-18-crown-6. Anal Bioanal Chem 378:1369–1375.  https://doi.org/10.1007/s00216-003-2398-8CrossRefGoogle Scholar
  20. 20.
    Wang J, Pei Y, Zhao Y, Hu Z (2005) Recovery of amino acids by imidazolium based ionic liquids from aqueous media. Green Chem 7:196–202.  https://doi.org/10.1039/b415842cCrossRefGoogle Scholar
  21. 21.
    Absalan G, Akhond M, Sheikhian L (2010) Partitioning of acidic, basic and neutral amino acids into imidazolium-based ionic liquids. Amino Acids 39:167–174.  https://doi.org/10.1007/s00726-009-0391-zCrossRefGoogle Scholar
  22. 22.
    Tomé LIN, Catambas VR, Teles ARR et al (2010) Tryptophan extraction using hydrophobic ionic liquids. Sep Purif Technol 72:167–173.  https://doi.org/10.1016/j.seppur.2010.02.002CrossRefGoogle Scholar
  23. 23.
    Huaxi L, Zhuo L, Jingmei Y et al (2012) Liquid–liquid extraction process of amino acids by a new amide-based functionalized ionic liquid. Green Chem 14:172–1727.  https://doi.org/10.1039/c2gc16560kCrossRefGoogle Scholar
  24. 24.
    Tang F, Zhang Q, Ren D et al (2010) Functional amino acid ionic liquids as solvent and selector in chiral extraction. J Chromatogr A 1217:4669–4674.  https://doi.org/10.1016/j.chroma.2010.05.013CrossRefGoogle Scholar
  25. 25.
    Shimojo K, Kamiya N, Tani F et al (2006) Functional conversion of cytochrome c in ionic liquids via crown ether Complexation. Anal Chem 78:7735–7742.  https://doi.org/10.1021/ac0612877CrossRefGoogle Scholar
  26. 26.
    Tzeng YP, Shen CW, Yu T (2008) Liquid-liquid extraction of lysozyme using a dye-modified ionic liquid. J Chromatogr A 1193:1–6.  https://doi.org/10.1016/j.chroma.2008.02.118CrossRefGoogle Scholar
  27. 27.
    Kohno Y, Saita S, Murata K et al (2011) Extraction of proteins with temperature sensitive and reversible phase change of ionic liquid/water mixture. Polym Chem 2:862–867.  https://doi.org/10.1039/c0py00364fCrossRefGoogle Scholar
  28. 28.
    Ito Y, Kohno Y, Nakamura N, Ohno H (2013) Design of phosphonium-type zwitterion as an additive to improve saturated water content of phase-separated ionic liquid from aqueous phase toward reversible extraction of proteins. Int J Mol Sci 14:18350–18361.  https://doi.org/10.3390/ijms140918350CrossRefGoogle Scholar
  29. 29.
    Xu W, Cao H, Ren G et al (2014) An AIL/IL-based liquid/liquid extraction system for the purification of His-tagged proteins. Appl Microbiol Biotechnol 98:5665–5675.  https://doi.org/10.1007/s00253-014-5737-0CrossRefGoogle Scholar
  30. 30.
    Ren G, Gong X, Wang B et al (2015) Affinity ionic liquids for the rapid liquid-liquid extraction purification of hexahistidine tagged proteins. Sep Purif Technol 146:114–120.  https://doi.org/10.1016/j.seppur.2015.03.025CrossRefGoogle Scholar
  31. 31.
    Cheng DH, Chen XW, Shu Y, Wang JH (2008) Selective extraction/isolation of hemoglobin with ionic liquid 1-butyl-3-trimethylsilylimidazolium hexafluorophosphate (BtmsimPF6). Talanta 75:1270–1278.  https://doi.org/10.1016/j.talanta.2008.01.044CrossRefGoogle Scholar
  32. 32.
    Cheng D-H, Chen X-W, Shu Y, Wang J-H (2008) Extraction of cytochrome C by ionic liquid 1-butyl-3-trimethylsilylimidazolium hexafluorophosphate. Chinese J Anal Chem 36:1187–1190.  https://doi.org/10.1016/S1872-2040(08)60066-3CrossRefGoogle Scholar
  33. 33.
    Huh YS, Jeong CM, Chang HN et al (2010) Rapid separation of bacteriorhodopsin using a laminar-flow extraction system in a microfluidic device. Biomicrofluidics 4:14103(10)–14103(1).  https://doi.org/10.1063/1.3298608CrossRefGoogle Scholar
  34. 34.
    Alvarez-Guerra E, Irabien A (2012) Extraction of lactoferrin with hydrophobic ionic liquids. Sep Purif Technol 98:432–440.  https://doi.org/10.1016/j.seppur.2012.08.010CrossRefGoogle Scholar
  35. 35.
    Ventura PM, Neves CMSS, Freire MG et al (2009) Evaluation of anion influence on the formation and extraction capability of ionic-liquid-based aqueous biphasic systems. J Phys Chem B 113:9304–9310.  https://doi.org/10.1021/jp900293vCrossRefGoogle Scholar
  36. 36.
    Neves CMSS, Ventura SPM, Freire MG et al (2009) Evaluation of cation influence on the formation and extraction capability of ionic-liquid-based aqueous biphasic systems. J Phys Chem B 113:5194–5199.  https://doi.org/10.1021/jp900293vCrossRefGoogle Scholar
  37. 37.
    Li Z, Pei Y, Liu L, Wang J (2010) (Liquid+liquid) equilibria for (acetate-based ionic liquids + inorganic salts) aqueous two-phase systems. J Chem Thermodyn 42:932–937.  https://doi.org/10.1016/j.jct.2010.03.010CrossRefGoogle Scholar
  38. 38.
    Pei Y, Li Z, Liu L, Wang J (2012) Partitioning behavior of amino acids in aqueous two-phase systems formed by imidazolium ionic liquid and dipotassium hydrogen phosphate. J Chromatogr A 1231:2–7.  https://doi.org/10.1016/j.chroma.2012.01.087CrossRefGoogle Scholar
  39. 39.
    Louros CLS, Claudio AFM, Neves CMSS et al (2010) Extraction of biomolecules using phosphonium-based ionic liquids + K3PO4 aqueous biphasic systems. Int J Mol Sci 11:1777–1791.  https://doi.org/10.3390/ijms11041777CrossRefGoogle Scholar
  40. 40.
    Zafarani-Moattar MT, Hamzehzadeh S (2011) Partitioning of amino acids in the aqueous biphasic system containing the water-miscible ionic liquid 1-butyl-3-methylimidazolium bromide and the water-structuring salt potassium citrate. Biotechnol Prog 27:986–997.  https://doi.org/10.1002/btpr.613CrossRefGoogle Scholar
  41. 41.
    Passos H, Ferreira AR, Cláudio AFM et al (2012) Characterization of aqueous biphasic systems composed of ionic liquids and a citrate-based biodegradable salt. Biochem Eng J 67:68–76.  https://doi.org/10.1016/j.bej.2012.05.004CrossRefGoogle Scholar
  42. 42.
    Wu D, Zhou Y, Cai P et al (2015) Specific cooperative effect for the enantiomeric separation of amino acids using aqueous two-phase systems with task-specific ionic liquids. J Chromatogr A 1395:65–72.  https://doi.org/10.1016/j.chroma.2015.03.047CrossRefGoogle Scholar
  43. 43.
    Salabat A, Abnosi MH, Motahari A (2008) Investigation of amino acid partitioning in aqueous two-phase systems containing polyethylene glycol and inorganic salts. J Chem Eng Data 53:2018–2021.  https://doi.org/10.1021/je700727uCrossRefGoogle Scholar
  44. 44.
    Zafarani-Moattar MT, Hamzehzadeh S, Nasiri S (2011) A new aqueous biphasic system containing polypropylene glycol and a water-miscible ionic liquid. Biotechnol Prog 28:146–156.  https://doi.org/10.1002/btpr.718CrossRefGoogle Scholar
  45. 45.
    Xie Y, Xing H, Yang Q et al (2015) Aqueous biphasic system containing long chain anion-functionalized ionic liquids for high-performance extraction. ACS Sustain Chem Eng 3:3365–3372.  https://doi.org/10.1021/acssuschemeng.5b01068CrossRefGoogle Scholar
  46. 46.
    Freire MG, Louros CLS, Rebelo LPN, Coutinho JAP (2011) Aqueous biphasic systems composed of a water-stable ionic liquid + carbohydrates and their applications. Green Chem 13:1536–1545.  https://doi.org/10.1039/c1gc15110jCrossRefGoogle Scholar
  47. 47.
    Luis A, Dinis TBV, Passos H et al (2015) Good’s buffers as novel phase-forming components of ionic-liquid-based aqueous biphasic systems. Biochem Eng J 101:142–149.  https://doi.org/10.1016/j.bej.2015.05.008CrossRefGoogle Scholar
  48. 48.
    Capela EV, Quental MV, Domingues P et al (2017) Effective separation of aromatic and aliphatic amino acid mixtures using ionic-liquid-based aqueous biphasic systems. Green Chem 19:1850–1854.  https://doi.org/10.1039/C6GC03060BCrossRefGoogle Scholar
  49. 49.
    Hamzehzadeh S, Vasiresh M (2014) Ionic liquid 1-butyl-3-methylimidazolium bromide as a promoter for the formation and extraction capability of poly(ethylene glycol)-potassium citrate aqueous biphasic system at T=298.15K. Fluid Phase Equilib 382:80–88.  https://doi.org/10.1016/j.fluid.2014.08.029CrossRefGoogle Scholar
  50. 50.
    Lu Y, Lu W, Wang W et al (2011) Thermodynamic studies of partitioning behavior of cytochrome c in ionic liquid-based aqueous two-phase system. Talanta 85:1621–1626.  https://doi.org/10.1016/j.talanta.2011.06.058CrossRefGoogle Scholar
  51. 51.
    Dreyer S, Salim P, Kragl U (2009) Driving forces of protein partitioning in an ionic liquid-based aqueous two-phase system. Biochem Eng J 46:176–185.  https://doi.org/10.1016/j.bej.2009.05.005CrossRefGoogle Scholar
  52. 52.
    Pei Y, Li L, Li Z et al (2012) Partitioning behavior of wastewater proteins in some ionic liquids-based aqueous two-phase systems. Sep Sci Technol 47:277–283.  https://doi.org/10.1080/01496395.2011.609241CrossRefGoogle Scholar
  53. 53.
    Yan H, Wu J, Dai G et al (2012) Interaction mechanisms of ionic liquids [Cnmim]Br (n = 4, 6, 8, 10) with bovine serum albumin. J Lumin 132:622–628.  https://doi.org/10.1016/j.jlumin.2011.10.026CrossRefGoogle Scholar
  54. 54.
    Lin X, Wang Y, Zeng Q et al (2013) Extraction and separation of proteins by ionic liquid aqueous two-phase system. Analyst 138:6445–6453.  https://doi.org/10.1039/c3an01301dCrossRefGoogle Scholar
  55. 55.
    Pei Y, Li Z, Liu L et al (2010) Selective separation of protein and saccharides by ionic liquids aqueous two-phase systems. Sci China Chem 53:1554–1560.  https://doi.org/10.1007/s11426-010-4025-9CrossRefGoogle Scholar
  56. 56.
    Sheikhian L, Akhond M, Absalan G, Goltz DM (2013) Dye-affinity partitioning of acidic, basic, and neutral proteins in ionic liquid-based aqueous biphasic systems. Sep Sci Technol 48:2372–2380.  https://doi.org/10.1080/01496395.2013.804086CrossRefGoogle Scholar
  57. 57.
    Chen J, Wang Y, Zeng Q et al (2014) Partition of proteins with extraction in aqueous two-phase system by hydroxyl ammonium-based ionic liquid. Anal Methods 6:4067–4076.  https://doi.org/10.1039/c4ay00233dCrossRefGoogle Scholar
  58. 58.
    Bisht M, Kumar A, Venkatesu P (2015) Analysis of the driving force that rule the stability of lysozyme in alkylammonium-based ionic liquids. Int J Biol Macromol 81:1074–1081.  https://doi.org/10.1016/j.ijbiomac.2015.09.036CrossRefGoogle Scholar
  59. 59.
    Santos JHPM, E Silva FA, Coutinho JAP et al (2015) Ionic liquids as a novel class of electrolytes in polymeric aqueous biphasic systems. Process Biochem 50:661–668.  https://doi.org/10.1016/j.procbio.2015.02.001CrossRefGoogle Scholar
  60. 60.
    Wu C, Wang J, Li Z et al (2013) Relative hydrophobicity between the phases and partition of cytochrome-c in glycine ionic liquids aqueous two-phase systems. J Chromatogr A 1305:1–6.  https://doi.org/10.1016/j.chroma.2013.06.066CrossRefGoogle Scholar
  61. 61.
    Huang S, Wang Y, Zhou Y et al (2013) Choline-like ionic liquid-based aqueous two-phase extraction of selected proteins. Anal Methods 5:3395–3402.  https://doi.org/10.1016/B978-1-895198-85-0.50012-1CrossRefGoogle Scholar
  62. 62.
    Li Z, Liu X, Pei Y et al (2012) Design of environmentally friendly ionic liquid aqueous two-phase systems for the efficient and high activity extraction of proteins. Green Chem 14:2941.  https://doi.org/10.1039/c2gc35890eCrossRefGoogle Scholar
  63. 63.
    Taha M, Quental MV, Correia I et al (2015) Extraction and stability of bovine serum albumin (BSA) using cholinium-based Good’s buffers ionic liquids. Process Biochem 50:1158–1166.  https://doi.org/10.1016/j.procbio.2015.03.020CrossRefGoogle Scholar
  64. 64.
    Quental MV, Caban M, Pereira MM et al (2015) Enhanced extraction of proteins using cholinium-based ionic liquids as phase-forming components of aqueous biphasic systems. Biotechnol J 10:1457–1466.  https://doi.org/10.1002/biot.201500003CrossRefGoogle Scholar
  65. 65.
    Song CP, Ramanan RN, Vijayaraghavan R et al (2015) Aqueous two-phase systems based on cholinium aminoate ionic liquids with tunable hydrophobicity and charge density. ACS Sustain Chem Eng 3:3291–3298.  https://doi.org/10.1021/acssuschemeng.5b00881CrossRefGoogle Scholar
  66. 66.
    Taha M, e Silva FA, Quental MV et al (2014) Good’s buffers as a basis for developing self-buffering and biocompatible ionic liquids for biological research. Green Chem 16:3149–3159.  https://doi.org/10.1039/C4GC00328DCrossRefGoogle Scholar
  67. 67.
    Passos H, Luís A, Coutinho JAP, Freire MG (2016) Thermoreversible (ionic-liquid- based) aqueous biphasic systems. Sci Rep 6:1–7.  https://doi.org/10.1038/srep20276CrossRefGoogle Scholar
  68. 68.
    Taha M, Almeida MR, Francisca A, Domingues P (2015) Novel biocompatible and self-buffering ionic liquids for biopharmaceutical applications. Chem Eur J 21:4781–4788.  https://doi.org/10.1002/chem.201405693CrossRefGoogle Scholar
  69. 69.
    Ferreira AM, Faustino VFM, Mondal D et al (2016) Improving the extraction and purification of immunoglobulin G by the use of ionic liquids as adjuvants in aqueous biphasic systems. J Biotechnol 236:166–175.  https://doi.org/10.1016/j.jbiotec.2016.08.015CrossRefGoogle Scholar
  70. 70.
    Ramalho CC, Neves CMSS, Quental MV et al (2018) Separation of immunoglobulin G using aqueous biphasic systems composed of cholinium-based ionic liquids and poly(propylene glycol). J Chem Technol Biotechnol.  https://doi.org/10.1002/jctb.5594
  71. 71.
    Mondal D, Sharma M, Quental MV et al (2016) Suitability of bio-based ionic liquids for the extraction and purification of IgG antibodies. Green Chem 18:6071–6081.  https://doi.org/10.1039/C6GC01482HCrossRefGoogle Scholar
  72. 72.
    Desai RK, Streefland M, Wijffels RH, Eppink MHM (2014) Extraction and stability of selected proteins in ionic liquid based aqueous two-phase systems. Green Chem 16:2670–2679.  https://doi.org/10.1039/C3GC42631ACrossRefGoogle Scholar
  73. 73.
    Tan ZJ, Li FF, Xu XL, Xing JM (2012) Simultaneous extraction and purification of aloe polysaccharides and proteins using ionic liquid based aqueous two-phase system coupled with dialysis membrane. Desalination 286:389–393.  https://doi.org/10.1016/j.desal.2011.11.053CrossRefGoogle Scholar
  74. 74.
    Yan JK, Ma HL, Pei JJ et al (2014) Facile and effective separation of polysaccharides and proteins from Cordyceps sinensis mycelia by ionic liquid aqueous two-phase system. Sep Purif Technol 135:278–284.  https://doi.org/10.1016/j.seppur.2014.03.020CrossRefGoogle Scholar
  75. 75.
    Pereira MM, Pedro SN, Quental MV et al (2015) Enhanced extraction of bovine serum albumin with aqueous biphasic systems of phosphonium- and ammonium-based ionic liquids. J Biotechnol 206:17–25.  https://doi.org/10.1016/j.jbiotec.2015.03.028CrossRefGoogle Scholar
  76. 76.
    Deive FJ, Rodríguez A, Pereiro AB et al (2011) Ionic liquid-based aqueous biphasic system for lipase extraction. Green Chem 13:390–396.  https://doi.org/10.1039/C0GC00075BCrossRefGoogle Scholar
  77. 77.
    Deive FJ, Rodríguez A, Rebelo LPN, Marrucho IM (2012) Extraction of Candida antarctica lipase A from aqueous solutions using imidazolium-based ionic liquids. Sep Purif Technol 97:205–210.  https://doi.org/10.1016/j.seppur.2011.12.013CrossRefGoogle Scholar
  78. 78.
    Ventura SPM, Sousa SG, Freire MG et al (2011) Design of ionic liquids for lipase purification. J Chromatogr B Anal Technol Biomed Life Sci 879:2679–2687.  https://doi.org/10.1016/j.jchromb.2011.07.022CrossRefGoogle Scholar
  79. 79.
    Ventura SPM, de Barros RLF, de Pinho Barbosa JM et al (2012) Production and purification of an extracellular lipolytic enzyme using ionic liquid-based aqueous two-phase systems. Green Chem 14:734–740.  https://doi.org/10.1039/c2gc16428kCrossRefGoogle Scholar
  80. 80.
    Souza RL, Ventura SPM, Soares CMF et al (2015) Lipase purification using ionic liquids as adjuvants in aqueous two-phase systems. Green Chem 17:3026–3034.  https://doi.org/10.1039/C5GC00262ACrossRefGoogle Scholar
  81. 81.
    Souza RL, Lima RA, Coutinho JAP et al (2015) Aqueous two-phase systems based on cholinium salts and tetrahydrofuran and their use for lipase purification. Sep Purif Technol 155:118–126.  https://doi.org/10.1016/j.seppur.2015.05.021CrossRefGoogle Scholar
  82. 82.
    Lee SY, Khoiroh I, Coutinho JAP et al (2017) Lipase production and purification by self-buffering ionic liquid-based aqueous biphasic systems. Process Biochem 63:221–228.  https://doi.org/10.1016/j.procbio.2017.08.020CrossRefGoogle Scholar
  83. 83.
    Bai Z, Chao Y, Zhang M et al (2013) Partitioning behavior of papain in ionic liquids-based aqueous two-phase systems. J Chem 2013:1–6.  https://doi.org/10.1155/2013/938154CrossRefGoogle Scholar
  84. 84.
    Cao Q, Quan L, He C et al (2008) Talanta partition of horseradish peroxidase with maintained activity in aqueous biphasic system based on ionic liquid. Talanta 77:160–165.  https://doi.org/10.1016/j.talanta.2008.05.055CrossRefGoogle Scholar
  85. 85.
    Simental-Martínez J, Rito-Palomares M, Benavides J (2014) Potential application of aqueous two-phase systems and three-phase partitioning for the recovery of superoxide dismutase from a clarified homogenate of Kluyveromyces marxianus. Biotechnol Prog 30:1326–1334.  https://doi.org/10.1002/btpr.1979CrossRefGoogle Scholar
  86. 86.
    Santos JHPM, Santos JC et al (2018) In situ purification of periplasmatic L-asparaginase by aqueous two phase systems with ionic liquids (ILs) as adjuvants. J Chem Technol Biotechnol.  https://doi.org/10.1002/jctb.5455
  87. 87.
    Jiang B, Feng Z, Liu C et al (2015) Extraction and purification of wheat-esterase using aqueous two-phase systems of ionic liquid and salt. J Food Sci Technol 52:2878–2885.  https://doi.org/10.1007/s13197-014-1319-5CrossRefGoogle Scholar
  88. 88.
    Novak U, Pohar A, Plazl I, Žnidaršič-Plazl P (2012) Ionic liquid-based aqueous two-phase extraction within a microchannel system. Sep Purif Technol 97:172–178.  https://doi.org/10.1016/j.seppur.2012.01.033CrossRefGoogle Scholar
  89. 89.
    Vidal L, Riekkola ML, Canals A (2012) Ionic liquid-modified materials for solid-phase extraction and separation: a review. Anal Chim Acta 715:19–41.  https://doi.org/10.1016/j.aca.2011.11.050CrossRefGoogle Scholar
  90. 90.
    Fumes BH, Silva MR, Andrade FN et al (2015) Recent advances and future trends in new materials for sample preparation. TrAC Trends Anal Chem 71:9–25.  https://doi.org/10.1016/j.trac.2015.04.011CrossRefGoogle Scholar
  91. 91.
    Marwani HM, Bakhsh EM, Al-Turaif HA et al (2014) Enantioselective separation and detection of D-phenylalanine based on newly developed chiral ionic liquid immobilized silica gel surface. Int J Electrochem Sci 9:7948–7964Google Scholar
  92. 92.
    Yang L, Hu X, Guan P et al (2015) Molecularly imprinted polymers for the selective recognition of L-phenylalanine based on 1-buty-3-methylimidazolium ionic liquid. J Appl Polym Sci 132:42485(1)–42485(9).  https://doi.org/10.1002/app.42485CrossRefGoogle Scholar
  93. 93.
    Shu Y, Chen XW, Wang JH (2010) Ionic liquid-polyvinyl chloride ionomer for highly selective isolation of basic proteins. Talanta 81:637–642.  https://doi.org/10.1016/j.talanta.2009.12.059CrossRefGoogle Scholar
  94. 94.
    Zhao G, Chen S, Chen XW, He RH (2013) Selective isolation of hemoglobin by use of imidazolium-modified polystyrene as extractant. Anal Bioanal Chem 405:5353–5358.  https://doi.org/10.1007/s00216-013-6889-yCrossRefGoogle Scholar
  95. 95.
    Liu Y, Ma R, Deng Q et al (2014) Preparation of ionic liquid polymer materials and their recognition properties for proteins. RSC Adv 4:52147–52154.  https://doi.org/10.1039/C4RA05713ACrossRefGoogle Scholar
  96. 96.
    Chen J, Wang Y, Ding X et al (2014) Magnetic solid-phase extraction of proteins based on hydroxy functional ionic liquid-modified magnetic nanoparticles. Anal Methods 6:8358–8367.  https://doi.org/10.1039/C4AY01786BCrossRefGoogle Scholar
  97. 97.
    Wen Q, Wang Y, Xu K et al (2016) Magnetic solid-phase extraction of protein by ionic liquid-coated Fe@graphene oxide. Talanta 160:481–488.  https://doi.org/10.1016/j.talanta.2016.07.031CrossRefGoogle Scholar

Copyright information

© Springer International Publishing AG, part of Springer Nature  2018

Authors and Affiliations

  • Diana C. V. Belchior
    • 1
  • Iola F. Duarte
    • 1
  • Mara G. Freire
    • 1
  1. 1.CICECO-Aveiro Institute of Materials, Chemistry DepartmentUniversity of AveiroAveiroPortugal

Personalised recommendations