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Anthraquinone Extraction And Quantification, Modification Of The Pictet-Spengler Reaction For The Creation Of Useful Isotopes And Use In Protein Ligation, Jermell Williams
Anthraquinone Extraction And Quantification, Modification Of The Pictet-Spengler Reaction For The Creation Of Useful Isotopes And Use In Protein Ligation, Jermell Williams
College of Science and Health Theses and Dissertations
The Pictet-Spengler reaction rates of three species known to exhibit the alpha effect will be compared to the rate of the amine functional group. This is part of a larger effort to to generate a bifunctional tool for protein ligation by attaching an alkyne or azide group to the amine. With this, the aldehyde tag method can be used to modify proteins in biological conditions cheaply, specifically, and efficiently.
Enzyme-Mediated And Mechanistic Investigations Of Tetrahydroisoquinoline Synthesis Through The Pictet-Spengler Reaction, Jordan Elise Fauser
Enzyme-Mediated And Mechanistic Investigations Of Tetrahydroisoquinoline Synthesis Through The Pictet-Spengler Reaction, Jordan Elise Fauser
College of Science and Health Theses and Dissertations
Tetrahydroisoquinolines (THI) are biologically active natural products with applications to a variety of diseases. These compounds also act as precursors for other pharmacologically active natural products. In this investigation, a new synthetic approach for generation of halogenated THIs was proposed. Using cross-linked tyrosinase aggregate, halogenated tyrosine and tyramine were oxidized to form halogenated catechols such as halogenated L-DOPA and dopamine. In a one-pot synthetic approach, the enzyme oxidation reaction was coupled to the Pictet-Spengler reaction, through the addition of an aldehyde, to generate halogenated THIs. The Pictet-Spengler reaction was catalyzed by the phosphate buffer in the reaction solution. The role …