Event Title
Regioselective Nucleophilic Ring Opening of Aziridines in the Synthesis of T1AM Analogues
Presentation Type
Poster/Portfolio
Presenter Major(s)
Chemistry
Mentor Information
Matthew Hart
Department
Chemistry
Location
Kirkhof Center KC 76
Start Date
11-4-2012 9:00 AM
Keywords
Health, Life Science, Physical Science
Abstract
Thyroxine (T4), the primary secretion of the thyroid gland, undergoes deiodination at target tissues to produce the potent agonist Triiodothyronine (T3). Recent work has identified a deiodinated and decarboxylated analog of T3, T1AM, which is a potent agonist of trace amine associated receptors. T1AM induces physiological effects opposite to those produced by the T3 and T4 hormones (Scanlan et al. 2004). Presently, a regulatory relationship between T1AM and the thyroid hormones requires a better understanding of the TAAR1 receptor and its ligands. Elucidation of a regulatory pathway could establish more comprehensive treatment options for thyroid-related disorders. Previous work has shown agonist/antagonist regulation of TAAR1 using the two enantiomers of apomorphine. This project describes the regioselectivity of nucleophilic ring openings on aziridines using p-methoxy phenol and presents the progress towards the synthesis of proposed TAAR1 regulators.
Regioselective Nucleophilic Ring Opening of Aziridines in the Synthesis of T1AM Analogues
Kirkhof Center KC 76
Thyroxine (T4), the primary secretion of the thyroid gland, undergoes deiodination at target tissues to produce the potent agonist Triiodothyronine (T3). Recent work has identified a deiodinated and decarboxylated analog of T3, T1AM, which is a potent agonist of trace amine associated receptors. T1AM induces physiological effects opposite to those produced by the T3 and T4 hormones (Scanlan et al. 2004). Presently, a regulatory relationship between T1AM and the thyroid hormones requires a better understanding of the TAAR1 receptor and its ligands. Elucidation of a regulatory pathway could establish more comprehensive treatment options for thyroid-related disorders. Previous work has shown agonist/antagonist regulation of TAAR1 using the two enantiomers of apomorphine. This project describes the regioselectivity of nucleophilic ring openings on aziridines using p-methoxy phenol and presents the progress towards the synthesis of proposed TAAR1 regulators.