Internally stabilized selenocysteine derivatives: syntheses, 77Se NMR and biomimetic studies |
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Authors: | Phadnis Prasad P Mugesh G |
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Affiliation: | Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore, 560 012, India. |
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Abstract: | Selenocystine ([Sec]2) and aryl-substituted selenocysteine (Sec) derivatives are synthesized, starting from commercially available amino acid l-serine. These compounds are characterized by a number of analytical techniques such as NMR (1H, 13C and 77Se) and TOF mass spectroscopy. This study reveals that the introduction of amino/imino substituents capable of interacting with selenium may stabilize the Sec derivatives. This study further suggests that the oxidation-elimination reactions in Sec derivatives could be used for the generation of biologically active selenols having internally stabilizing substituents. |
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