Immobilization of Candida antarctica lipase B onto modified silica nanoparticles and its application for the synthesis of l-ascorbyl oleate
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2016
Authors
Ćorović, MarijaBanjanac, Katarina
Prlainović, Nevena
Milisavljević, Ana
Carević, Milica
Marinković, Aleksandar
Bezbradica, Dejan
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Lipases immobilized onto nonporous fumed silica nanoparticles (FNS) proved to be suitable catalysts for the various commercially important esters synthesis. This inert hydrophilic material is usually modified by different organosilanes, in order to assure formation of strong covalent bonds and/or hydrophobic interactions with enzyme surface amino acid residues. Hereby, we present methods for the modification of FNS surface by 3-aminopropyltrimethoxysilane (APTMS) and/or (Nphenylamino) propyltrimethoxysilane (PAPMS), and subsequent functionalization of amino-modified FNS nanoparticles with cyanuric-chloride (CC). Selected modified nanocarriers were applied for the immobilization of Candida antarctica lipase B (CALB). Influence of chemical modification of FNS surface on the CALB immobilization process, protein loading, and hydrolytic activity of obtained preparations were examined. Furthermore, chosen derivatives were tested in the production of valuable food additive, liposoluble antiox...idant, L-ascorbyl oleate.
Results showed that highest protein loadings were accomplished with nanocarriers modified with
combination of both APTMS and PAPMS. However, probably due to hindered approach of substrate molecules to the enzyme active sites, their hydrolytic and esterification activities were not
proportionally high. All preparations obtained with modified FNS nanoparticles were more active in the hydrolysis of p-nitrophenyl butyrate (p-NPB) comparing to CALB immobilized onto unmodified FNS. The highest hydrolytic activity of 1518.6 p-NPB/g was demonstrated by CALB covalently immobilized onto nanoparticles modified by APTMS and CC. Meanwhile, best results in the synthesis of L-ascorbyl oleate were achieved when CALB hydrophobically immobilized onto FNS nanoparticles modified by only PAPMS, with hydrolytic activity of 1200.2 p-NPB/g, was used as a catalyst and yield of 23.4 mM was accomplished.
Therefore, it was proven that different modification strategies ensured formation of different
interactions between lipase molecules and silica nanoparticles during immobilization, which led to
diverse hydrolytic and esterifying characteristics of obtained preparations. CALB immobilized onto
nanocarrier of highest hydrophobicity showed greatest potential for the production of L-ascorbyl
oleate.
Keywords:
silica nanoparticles / lipase / immobilization / silanization / esterificationSource:
III International congress “Food technology, quality and safety”, Novi Sad, 2016, 186-192Publisher:
- University of Novi Sad, Institute of Food Technology
Funding / projects:
- Novel encapsulation and enzyme technologies for designing of new biocatalysts and biologically active compounds targeting enhancement of food quality, safety and competitiveness (RS-MESTD-Integrated and Interdisciplinary Research (IIR or III)-46010)
- Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-MESTD-Basic Research (BR or ON)-172013)
- Synthesis, processing and applications of nanostructured multifunctional materials with defined properties (RS-MESTD-Integrated and Interdisciplinary Research (IIR or III)-45019)
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Institution/Community
Tehnološko-metalurški fakultetTY - CONF AU - Ćorović, Marija AU - Banjanac, Katarina AU - Prlainović, Nevena AU - Milisavljević, Ana AU - Carević, Milica AU - Marinković, Aleksandar AU - Bezbradica, Dejan PY - 2016 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/6074 AB - Lipases immobilized onto nonporous fumed silica nanoparticles (FNS) proved to be suitable catalysts for the various commercially important esters synthesis. This inert hydrophilic material is usually modified by different organosilanes, in order to assure formation of strong covalent bonds and/or hydrophobic interactions with enzyme surface amino acid residues. Hereby, we present methods for the modification of FNS surface by 3-aminopropyltrimethoxysilane (APTMS) and/or (Nphenylamino) propyltrimethoxysilane (PAPMS), and subsequent functionalization of amino-modified FNS nanoparticles with cyanuric-chloride (CC). Selected modified nanocarriers were applied for the immobilization of Candida antarctica lipase B (CALB). Influence of chemical modification of FNS surface on the CALB immobilization process, protein loading, and hydrolytic activity of obtained preparations were examined. Furthermore, chosen derivatives were tested in the production of valuable food additive, liposoluble antioxidant, L-ascorbyl oleate. Results showed that highest protein loadings were accomplished with nanocarriers modified with combination of both APTMS and PAPMS. However, probably due to hindered approach of substrate molecules to the enzyme active sites, their hydrolytic and esterification activities were not proportionally high. All preparations obtained with modified FNS nanoparticles were more active in the hydrolysis of p-nitrophenyl butyrate (p-NPB) comparing to CALB immobilized onto unmodified FNS. The highest hydrolytic activity of 1518.6 p-NPB/g was demonstrated by CALB covalently immobilized onto nanoparticles modified by APTMS and CC. Meanwhile, best results in the synthesis of L-ascorbyl oleate were achieved when CALB hydrophobically immobilized onto FNS nanoparticles modified by only PAPMS, with hydrolytic activity of 1200.2 p-NPB/g, was used as a catalyst and yield of 23.4 mM was accomplished. Therefore, it was proven that different modification strategies ensured formation of different interactions between lipase molecules and silica nanoparticles during immobilization, which led to diverse hydrolytic and esterifying characteristics of obtained preparations. CALB immobilized onto nanocarrier of highest hydrophobicity showed greatest potential for the production of L-ascorbyl oleate. PB - University of Novi Sad, Institute of Food Technology C3 - III International congress “Food technology, quality and safety”, Novi Sad T1 - Immobilization of Candida antarctica lipase B onto modified silica nanoparticles and its application for the synthesis of l-ascorbyl oleate EP - 192 SP - 186 UR - https://hdl.handle.net/21.15107/rcub_technorep_6074 ER -
@conference{ author = "Ćorović, Marija and Banjanac, Katarina and Prlainović, Nevena and Milisavljević, Ana and Carević, Milica and Marinković, Aleksandar and Bezbradica, Dejan", year = "2016", abstract = "Lipases immobilized onto nonporous fumed silica nanoparticles (FNS) proved to be suitable catalysts for the various commercially important esters synthesis. This inert hydrophilic material is usually modified by different organosilanes, in order to assure formation of strong covalent bonds and/or hydrophobic interactions with enzyme surface amino acid residues. Hereby, we present methods for the modification of FNS surface by 3-aminopropyltrimethoxysilane (APTMS) and/or (Nphenylamino) propyltrimethoxysilane (PAPMS), and subsequent functionalization of amino-modified FNS nanoparticles with cyanuric-chloride (CC). Selected modified nanocarriers were applied for the immobilization of Candida antarctica lipase B (CALB). Influence of chemical modification of FNS surface on the CALB immobilization process, protein loading, and hydrolytic activity of obtained preparations were examined. Furthermore, chosen derivatives were tested in the production of valuable food additive, liposoluble antioxidant, L-ascorbyl oleate. Results showed that highest protein loadings were accomplished with nanocarriers modified with combination of both APTMS and PAPMS. However, probably due to hindered approach of substrate molecules to the enzyme active sites, their hydrolytic and esterification activities were not proportionally high. All preparations obtained with modified FNS nanoparticles were more active in the hydrolysis of p-nitrophenyl butyrate (p-NPB) comparing to CALB immobilized onto unmodified FNS. The highest hydrolytic activity of 1518.6 p-NPB/g was demonstrated by CALB covalently immobilized onto nanoparticles modified by APTMS and CC. Meanwhile, best results in the synthesis of L-ascorbyl oleate were achieved when CALB hydrophobically immobilized onto FNS nanoparticles modified by only PAPMS, with hydrolytic activity of 1200.2 p-NPB/g, was used as a catalyst and yield of 23.4 mM was accomplished. Therefore, it was proven that different modification strategies ensured formation of different interactions between lipase molecules and silica nanoparticles during immobilization, which led to diverse hydrolytic and esterifying characteristics of obtained preparations. CALB immobilized onto nanocarrier of highest hydrophobicity showed greatest potential for the production of L-ascorbyl oleate.", publisher = "University of Novi Sad, Institute of Food Technology", journal = "III International congress “Food technology, quality and safety”, Novi Sad", title = "Immobilization of Candida antarctica lipase B onto modified silica nanoparticles and its application for the synthesis of l-ascorbyl oleate", pages = "192-186", url = "https://hdl.handle.net/21.15107/rcub_technorep_6074" }
Ćorović, M., Banjanac, K., Prlainović, N., Milisavljević, A., Carević, M., Marinković, A.,& Bezbradica, D.. (2016). Immobilization of Candida antarctica lipase B onto modified silica nanoparticles and its application for the synthesis of l-ascorbyl oleate. in III International congress “Food technology, quality and safety”, Novi Sad University of Novi Sad, Institute of Food Technology., 186-192. https://hdl.handle.net/21.15107/rcub_technorep_6074
Ćorović M, Banjanac K, Prlainović N, Milisavljević A, Carević M, Marinković A, Bezbradica D. Immobilization of Candida antarctica lipase B onto modified silica nanoparticles and its application for the synthesis of l-ascorbyl oleate. in III International congress “Food technology, quality and safety”, Novi Sad. 2016;:186-192. https://hdl.handle.net/21.15107/rcub_technorep_6074 .
Ćorović, Marija, Banjanac, Katarina, Prlainović, Nevena, Milisavljević, Ana, Carević, Milica, Marinković, Aleksandar, Bezbradica, Dejan, "Immobilization of Candida antarctica lipase B onto modified silica nanoparticles and its application for the synthesis of l-ascorbyl oleate" in III International congress “Food technology, quality and safety”, Novi Sad (2016):186-192, https://hdl.handle.net/21.15107/rcub_technorep_6074 .