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Chemo-enzymatic synthesis of antiviral prodrugs
Tupec, Michal ; Stiborová, Marie (advisor) ; Indra, Radek (referee)
Lipases have been widely applied in the manufacture of food products and in some areas of the industry, nowadays they are used in synthetic organic chemistry catalyzing the hydrolytic/esterification reactions under very mild conditions in the field of protecting groups or enantiomer resolution. In this study, the commercial lipase from bacterium Pseudomonas fluorescens was immobilized using the sol-gel process into organosilicate materials with propyl, octyl or phenyl substituents. The highest hydrolytic activity was found in the enzyme on the octyl-derived carrier. The immobilized enzymes differ in their hydrolytic activities on 4-nitrophenyl esters of various lengths. Subsequent experiments revealed quite good pH stability of the enzymes in a buffer (incubations in pH 3 through pH 11), as well as good temperature stability in isooctane (incubations at up to 100 řC). The majority of organic solvents seem to have no substantial effect on the lipase activity. The biocatalytic properties were studied on a model compound from the group of the acyclic nucleoside analogues - 9-(2',3'-dihydroxypropyl)adenine (DHPA). It was found for example that the best acyl donors are vinyl esters, that the lipase shows a preference towards longer vinyl esters, that the reaction proceeds faster in non-polar solvents or that it...
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Educational applications of the complicated biochemical processes models
Zdražil, Jindřich
My PhD study 'Educational application of models of complex biochemical processes' discusses the possibility of integrating simple bioorganic teaching experiments, modelling complex biochemical processes in living systems into a curriculum of secondary schools, and universities, and even elementary schools in some cases. The aim of these experiments is simplified, but illustrative and appropriate for approaching complex problems of biochemical processes in a transparent experiment, running in spite of conditions comparable to real natural clauses in a living system. The theoretical part is divided into three thematic circuits: biochemistry and bioorganic chemistry, bioorganic models and their characteristics and selected specific forms of applying bioorganic models into teaching chemistry. The next part dealing with bioorganic models and their characteristics is further divided on the base of some specific models. These are consisted of models of enzymes and their catalytic activity, models of biochemical reactions and antidotal and toxic substances affecting life-forms and their carcinogenic efficiency. The practical part contains methodic treatment of six selected models that demonstrate specific biochemical processes or structure of complex organic compounds. These models include modeling biuret...
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Chemo-enzymatic synthesis of antiviral prodrugs
Tupec, Michal ; Stiborová, Marie (advisor) ; Indra, Radek (referee)
Lipases have been widely applied in the manufacture of food products and in some areas of the industry, nowadays they are used in synthetic organic chemistry catalyzing the hydrolytic/esterification reactions under very mild conditions in the field of protecting groups or enantiomer resolution. In this study, the commercial lipase from bacterium Pseudomonas fluorescens was immobilized using the sol-gel process into organosilicate materials with propyl, octyl or phenyl substituents. The highest hydrolytic activity was found in the enzyme on the octyl-derived carrier. The immobilized enzymes differ in their hydrolytic activities on 4-nitrophenyl esters of various lengths. Subsequent experiments revealed quite good pH stability of the enzymes in a buffer (incubations in pH 3 through pH 11), as well as good temperature stability in isooctane (incubations at up to 100 řC). The majority of organic solvents seem to have no substantial effect on the lipase activity. The biocatalytic properties were studied on a model compound from the group of the acyclic nucleoside analogues - 9-(2',3'-dihydroxypropyl)adenine (DHPA). It was found for example that the best acyl donors are vinyl esters, that the lipase shows a preference towards longer vinyl esters, that the reaction proceeds faster in non-polar solvents or that it...
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Educational applications of the complicated biochemical processes models
Zdražil, Jindřich ; Kolář, Karel (advisor) ; Klímová, Helena (referee) ; Richtr, Václav (referee)
My PhD study 'Educational application of models of complex biochemical processes' discusses the possibility of integrating simple bioorganic teaching experiments, modelling complex biochemical processes in living systems into a curriculum of secondary schools, and universities, and even elementary schools in some cases. The aim of these experiments is simplified, but illustrative and appropriate for approaching complex problems of biochemical processes in a transparent experiment, running in spite of conditions comparable to real natural clauses in a living system. The theoretical part is divided into three thematic circuits: biochemistry and bioorganic chemistry, bioorganic models and their characteristics and selected specific forms of applying bioorganic models into teaching chemistry. The next part dealing with bioorganic models and their characteristics is further divided on the base of some specific models. These are consisted of models of enzymes and their catalytic activity, models of biochemical reactions and antidotal and toxic substances affecting life-forms and their carcinogenic efficiency. The practical part contains methodic treatment of six selected models that demonstrate specific biochemical processes or structure of complex organic compounds. These models include modeling biuret...
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Educational applications of the complicated biochemical processes models
Zdražil, Jindřich
My PhD study 'Educational application of models of complex biochemical processes' discusses the possibility of integrating simple bioorganic teaching experiments, modelling complex biochemical processes in living systems into a curriculum of secondary schools, and universities, and even elementary schools in some cases. The aim of these experiments is simplified, but illustrative and appropriate for approaching complex problems of biochemical processes in a transparent experiment, running in spite of conditions comparable to real natural clauses in a living system. The theoretical part is divided into three thematic circuits: biochemistry and bioorganic chemistry, bioorganic models and their characteristics and selected specific forms of applying bioorganic models into teaching chemistry. The next part dealing with bioorganic models and their characteristics is further divided on the base of some specific models. These are consisted of models of enzymes and their catalytic activity, models of biochemical reactions and antidotal and toxic substances affecting life-forms and their carcinogenic efficiency. The practical part contains methodic treatment of six selected models that demonstrate specific biochemical processes or structure of complex organic compounds. These models include modeling biuret...
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