Functionalized κ-carrageenan/hyperbranched poly(amidoamine)for protease immobilization: Thermodynamics and stability studies

Jikei, 2001, Hyperbranched polymers: a promising new class of materials, Prog. Polym. Sci., 26, 1233, 10.1016/S0079-6700(01)00018-1 Gao, 2004, Hyperbranched polymers: from synthesis to applications, Prog. Polym. Sci., 29, 183, 10.1016/j.progpolymsci.2003.12.002 Abdelrehim, 2004, Synthesis and characterization of hyperbranched poly(urea-urethane)s based on AA* and B2B* monomers, J. Polym. Sci. A Polym. Chem., 42, 3062, 10.1002/pola.20154 Ghanem, 2014, Photocatalytic activity of hyperbranched polyester/TiO2 nanocomposites, Appl. Catal. A Gen., 472, 191, 10.1016/j.apcata.2013.12.023 2009 Satoh, 2012, Synthesis of hyperbranched polymer using slow monomer addition method, Int. J. Polym. Sci., 2012, 10.1155/2012/816163 Fréchet, 1994, Functional polymers and dendrimers: reactivity, molecular architecture, and interfacial energy, Science, 263, 1710, 10.1126/science.8134834 Peleshanko, 2008, The architectures and surface behavior of highly branched molecules, Prog. Polym. Sci., 33, 523, 10.1016/j.progpolymsci.2008.01.003 Voit, 2009, Hyperbranched and highly branched polymer architectures-synthetic strategies and major characterization aspects, Chem. Rev., 109, 5924, 10.1021/cr900068q Kim, 1992, Water soluble hyperbranchedpolyphenylene: a unimolecular micelle, Macromol, 25, 5561, 10.1021/ma00047a001 Sangoro, 2009, Charge transport and dipolar relaxations in hyperbranched polyamide amines, Macromol., 42, 1648, 10.1021/ma8024046 Kumar, 1996, Hyperbranched polyurethanes with varying spacer segments between the branching points, J. Polym. Sci. A Polym. Chem., 34, 839, 10.1002/(SICI)1099-0518(19960415)34:5<839::AID-POLA13>3.0.CO;2-J Kim, 1994, Role of end groups on the glass transition of hyperbranchedpolyphenylene and triphenylbenzene derivatives, Macromol, 27, 1968, 10.1021/ma00085a048 Malmstrom, 1995, Hyperbranched aliphatic polyesters, Macromol, 28, 1698, 10.1021/ma00109a049 Bolton, 1997, Synthesis and characterization of hyperbranched polycarbonates, Macromol, 30, 1890, 10.1021/ma961746d Miller, 1993, Dendritic analogues of engineering plastics: a general one-step synthesis of dendritic polyaryl ethers, J. Am. Chem. Soc., 115, 356, 10.1021/ja00054a057 Yang, 1999, Synthesis and properties of hyperbranched aromatic polyamide, Macromol., 32, 2215, 10.1021/ma981590c Morikawa, 1998, Preparation and properties of hyperbranched poly(ether ketones) with a various number of phenylene units, Macromol, 31, 5999, 10.1021/ma980582t Eissa, 2013, Poly(ester-amine) hyperbranched polymer as toughening and co-curing agent for epoxy/clay nanocomposites, Polym. Eng. Sci., 53, 1011, 10.1002/pen.23344 Foix, 2011, New pegylated hyperbranched polyester as chemical modifier of epoxy resins in UV cationic photocuring, React. Funct. Polym., 71, 417, 10.1016/j.reactfunctpolym.2010.12.014 Tsukruk, 1997, Assembly of supramolecular polymers in ultrathin films, Prog. Polym. Sci., 22, 247, 10.1016/S0079-6700(96)00005-6 Zou, 2005, Encapsulation and controlled release of a hydrophobic drug using a novel nanoparticle forming hyperbranched polyester, Macromol. Biosci., 5, 662, 10.1002/mabi.200500015 Xu, 1999, A morphological investigation of thermosets toughened with novel thermoplastics. I. Bismaleimide modified with hyperbranched polyester, J. Appl. Polym. Sci., 72, 1065, 10.1002/(SICI)1097-4628(19990523)72:8<1065::AID-APP11>3.0.CO;2-2 Zhang, 1996, Synthesis and characterization of novel hyperbranched polymer with dipole carbazole moieties for multifunctional materials, J. Polym. Sci. A Polym. Chem., 34, 1359, 10.1002/(SICI)1099-0518(199605)34:7<1359::AID-POLA26>3.0.CO;2-7 Kim, 2005, Imprinting of nanopores in organosilicate dielectric thin films with hyperbranchedketalizedpolyglycidol, Polymer, 46, 7394, 10.1016/j.polymer.2005.06.024 Sangermano, 2011, Ethoxysilyl-modified hyperbranched polyesters as mulitfunctional coupling agents for epoxy-silica hybrid coatings, Polymer, 52, 2103, 10.1016/j.polymer.2011.03.047 Zhang, 2011, A hydrotropic ??-cyclodextrin grafted hyperbranchedpolyglycerol co-polymer for hydrophobic drug delivery, Acta Biomater., 7, 585, 10.1016/j.actbio.2010.08.029 Reis, 2019, Design of immobilized enzyme biocatalysts: drawbacks and opportunities, Quim., 42, 768 Sheldon, 2013, Enzyme immobilisation in biocatalysis: why, what and how, Chem. Soc. Rev., 42, 6223, 10.1039/C3CS60075K Garcia-Galan, 2011, Potential of different enzyme immobilization strategies to improve enzyme performance, Adv. Synth. Catal., 353, 2885, 10.1002/adsc.201100534 Cantone, 2013, Efficient immobilisation of industrial biocatalysts: criteria and constraints for the selection of organic polymeric carriers and immobilisation methods, Chem. Soc. Rev., 42, 6262, 10.1039/c3cs35464d Barbosa, 2015, Strategies for the one-step immobilization–purification of enzymes as industrial biocatalysts, Biotechnol. Adv., 33, 435, 10.1016/j.biotechadv.2015.03.006 Oskouie, 2008, Response surface optimization of medium composition for alkaline protease production by Bacillus clausii, Biochem. Eng. J., 3, 37, 10.1016/j.bej.2007.08.016 Paul, 2016, Bacterial keratinolytic protease, imminent starter for NextGen leather and detergent industries, Sustain. Chem. Pharm., 3, 8, 10.1016/j.scp.2016.01.001 Gupta, 2002, Bacterial alkaline proteases molecular approaches and industrial applications, Appl. Microbiol. Biotechnol., 59, 15, 10.1007/s00253-002-0975-y Eatemadia, 2017, Role of protease and protease inhibitors in cancer pathogenesis and treatment, Biomed. Pharmacother., 86, 221, 10.1016/j.biopha.2016.12.021 Santos, 2015, Importance of the support properties for immobilization or purification of enzymes, ChemCatChem, 7, 2413, 10.1002/cctc.201500310 Galvão, 2018, Novel nanohybrid biocatalyst: application in the kinetic resolution of secondary alcohols, J. Mater. Sci., 53, 14121, 10.1007/s10853-018-2641-5 George, 2019, Natural biodegradable polymers based nano-formulations for drug delivery: a review, Int. J. Pharm., 561, 244, 10.1016/j.ijpharm.2019.03.011 Awad, 2017, A novel alginate- CMC gel beads for efficient covalent inulinase immobilization, Colloid Polym. Sci., 295, 495, 10.1007/s00396-017-4024-x Wahba, 2018, Whey protein isolate for the preparation of covalent immobilization beads, Biocatal. Agric. Biotechnol., 14, 328, 10.1016/j.bcab.2018.04.003 Dal Magro, 2019, Optimized immobilization of polygalacturonase from Aspergillusniger following different protocols: improved stability and activity under drastic conditions, Int. J. Biol. Macromol., 138, 234, 10.1016/j.ijbiomac.2019.07.092 Barbosa, 2014, Glutaraldehyde in bio-catalysts design: a useful crosslinker and a versatile tool in enzyme immobilization, RSC Adv., 4, 1583, 10.1039/C3RA45991H Pinheiro, 2019, Chitosan activated with divinylsulfone: a new heterofunctional support for enzyme immobilization. Application in the immobilization of lipase B from Candida Antarctica, Int. J. Biol. Macromol., 130, 798, 10.1016/j.ijbiomac.2019.02.145 Kuroiwa, 2005, Immobilization and stabilization of pullulanase from Klebsiellapneumoniae by a multipoint attachment method using activated agar gel supports, Process Biochem., 40, 2637, 10.1016/j.procbio.2004.10.002 Yassin, 2019, Green synthesis of cellulose nanofibers using immobilized cellulose, Carbohydr. Polym., 205, 255, 10.1016/j.carbpol.2018.10.040 Nikolaeva, 2015, Hydrogel surface modification of reverse osmosis membranes, J. Membr. Sci., 476, 264, 10.1016/j.memsci.2014.11.051 Höller, 1999, A new tyrosin kinase inhibitor from a marine isolate of Ulocladium botrytis and new metabolites from the marine fungi Asteromycescruciatus and Varicosporinaramulosa, Eur. J. Org. Chem., 11, 2949, 10.1002/(SICI)1099-0690(199911)1999:11<2949::AID-EJOC2949>3.0.CO;2-Y Abdel Wahab, 2018, Response surface methodology for production, characterization and application of solvent, salt and alkali-tolerant alkaline protease from isolated fungal strain Aspergillusniger WA 2017, Int. J. Biol. Macromol., 115, 447, 10.1016/j.ijbiomac.2018.04.041 Lee, 2006, Lipase immobilization on silica gel using a cross-linking method, J. Ind. Eng. Chem., 12, 777 Awad, 2016, Covalent immobilization of microbial naringinase using novel thermally stable biopolymer for hydrolysis of naringin, 3 Biotech., 6, 14, 10.1007/s13205-015-0338-x Wahab, 2018, Optimization of pectinase immobilization on grafted alginate-agar gel beads by 24 full factorial CCD and thermodynamic profiling for evaluating of operational covalent immobilization, Int. J. Biol. Macromol., 113, 159, 10.1016/j.ijbiomac.2018.02.086 Asgher, 2018, Protease-based cross-linked enzyme aggregates with improved catalytic stability, silver removal, and dehairing potentials, Int. J. Biol. Macromol., 118, 1247, 10.1016/j.ijbiomac.2018.06.107 Wahba, 2015, Novel grafted agar disks for the covalent immobilization of β-D-galactosidase, Biopolymers, 103, 675, 10.1002/bip.22693 Chen, 2000, Unusual pH-dependent polarity changes in PAMAM dendrimers: evidence for pH-responsive conformational changes, Macromol, 33, 9169, 10.1021/ma000791p Lage, 2016, Preparation of a biocatalyst via physical adsorption of lipase from Thermomyces lanuginosus on hydrophobic support to catalyze biolubricant synthesis by esterification reaction in a solvent-free system, Enzyme Technol. Microb., 84, 56, 10.1016/j.enzmictec.2015.12.007 Wahba, 2018, Whey protein isolate for the preparation of covalent immobilization beads, Biocatal. Agric. Biotechnol., 14, 328, 10.1016/j.bcab.2018.04.003 Pinheiro, 2012, κ-Carrageenan/chitosan nanolayered coating for controlled release of a model bioactive compound, Innovative Food Sci. Emerg. Technol., 16, 227, 10.1016/j.ifset.2012.06.004 Wahba, 2016, Treated calcium pectinate beads for the covalent immobilization of β-D-galactosidase, Int. J. Biol. Macromol., 91, 877, 10.1016/j.ijbiomac.2016.06.044 Wahba, 2017, Agar-carrageenan hydrogel blend as a carrier for the covalent immobilization of β-D-galactosidase, Macromol. Res., 25, 913, 10.1007/s13233-017-5123-8 Migneault, 2004, Glutaraldehyde: behavior in aqueous solution, reaction with proteins, and application to enzyme crosslinking, BioTechniques, 37, 790, 10.2144/04375RV01 Barata, 2011, From sequence to 3D structure of hyperbranched molecules: application to surface modified PAMAM dendrimers, J. Mol. Model., 17, 2741, 10.1007/s00894-011-0966-y 1999 Wahba, 2018, Processed gellan gum beads as covalent immobilization carriers, Biocatal. Agric. Biotechnol., 14, 270, 10.1016/j.bcab.2018.03.019 Daud, 2015, Semi-refined κ-carrageenan: part 1. Chemical modification of semi-refined κ-carrageenan via graft copolymerization method, optimization process and characterization of its superabsorbent hydrogel, OJC, 31, 973 Rudhziaha, 2015, Potential of blend of kappa-carrageenan and cellulose derivatives for green polymer electrolyte application, Ind. Crop. Prod., 72, 133, 10.1016/j.indcrop.2014.12.051 Ibrahim, 2013, Using of hyperbranched poly(amidoamine) as pretanning agent for leather, Int. J. Polym. Sci., 10.1155/2013/120656 Maharaja, 2017, Treatment of tannery saline wastewater by using effective immobilized protease catalyst produced from salt tolerant Enterococcus feacalis, J. Environ. Chem. Eng., 5, 2042, 10.1016/j.jece.2017.04.014 Munk, 1963, Glucose oxidase of Aspergillus niger, Folia Microbiol., 8, 203, 10.1007/BF02872583 Wahab, 2018, Optimization of pectinase immobilization on grafted alginate-agar gel beads by 24 full factorial CCD and thermodynamic profiling for evaluating of operational covalent immobilization, Int. J. Biol. Macromol., 113, 159, 10.1016/j.ijbiomac.2018.02.086 Santos, 2015, Bovine trypsin immobilization on agarose activated with divinylsulfone: improved activity and stability via multipoint covalent attachment, J. Mol. Catal. B Enzym., 117, 38, 10.1016/j.molcatb.2015.04.008 Ferrarotti, 2006, Immobilization and stabilization of a cyclodextringlycosyltransferase by covalent attachment on highly activated glyoxyl-agarose supports, Biotechnol. Prog., 22, 1140, 10.1021/bp0600740 Nwagu, 2012, Immobilization of a saccharifying raw starch hydrolyzing enzyme on functionalized and nonfunctionalized sepa beads, J. Mol. Catal. B Enzym., 78, 1, 10.1016/j.molcatb.2012.01.019 Danial, 2010, Immobilized inulinase on grafted alginate beads prepared by the one-step and the two-steps methods, Ind. Eng. Chem. Res., 49, 3120, 10.1021/ie100011z Arrhenius, 1889, Uber die reaktionsgeschwindigkeitbei der inversion von rohrzuckerdurchsauren, ZeitschriftfürPhysikalischeChemie, 4, 226 Ortega, 2009, Neutrase immobilization on alginate–glutataldehyde beads by covalent attachment, J. Agric. Food Chem., 57, 109, 10.1021/jf8015738 Tyagi, 1995, Immobilization of Aspergillus niger xylanase on magnetic latex beads, Biotechnol. Appl. Biochem., 21, 217, 10.1111/j.1470-8744.1995.tb00332.x Mateo, 2007, Improvement of enzyme activity, stability and selectivity via immobilization techniques, Enzym. Microb. Technol., 40, 1451, 10.1016/j.enzmictec.2007.01.018 Sardara, 2000, Simultaneous purification and immobilization of Aspergillus niger xylanase on the reversibly soluble polymer Eudragit TM L-100, Enzym. Microb. Technol., 27, 672, 10.1016/S0141-0229(00)00257-X Sanchez, 2016, Inactivation of immobilized trypsin under dissimilar conditions produces trypsin molecules with different structures, RSC Adv., 6, 27329, 10.1039/C6RA03627A Palomo, 2002, Interfacial adsorption of lipases on very hydrophobic support (octadecyl–Sepabeads): immobilization, hyperactivation and stabilization of the open form of lipases, J. Mol. Catal. B Enzym., 19, 279, 10.1016/S1381-1177(02)00178-9 Peters, 1996, Theoretical investigation of the dynamics of the active site lid in Rhizomucor miehei lipase, Biophys. J., 71, 119, 10.1016/S0006-3495(96)79207-X Manoel, 2015, Immobilization of lipases on hydrophobic supports involves the open form of the enzyme, Enzyme Technol. Microb., 71, 53, 10.1016/j.enzmictec.2015.02.001 Ping, 2001, Enzyme stabilization by covalent binding in nanoporous sol-gel glass for nonaqueousbiocatalysis, Biotechnol. Bioeng., 74, 249, 10.1002/bit.1114 Tayefi-Nasrabadi, 2008, Effect of heat treatment on buffalo (Bubalus bubalis) lactoperoxidase activity in raw milk, J. Biol. Sci., 8, 1310, 10.3923/jbs.2008.1310.1315 Foda, 2013, Production physiology of alkaline protease by Bacillus thuringiensis spp. under solid state fermentation conditions, J. Appl. Sci. Res., 9, 1975 Pinheiro, 2018, Kinetic resolution of drug intermediates catalyzed by lipase B from Candida antarctica immobilized on immobead-350, Biotechnol. Prog., 34, 878, 10.1002/btpr.2630 Galvão, 2018, Novel nanohybrid biocatalyst: application in the kinetic resolution of secondary alcohols, J. Mater. Sci., 53, 14121, 10.1007/s10853-018-2641-5