Synthesis of Unnatural Amino Acids Functionalized with Sterically Shielded Pyrroline Nitroxides

[Image: see text] A series of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides were synthesized. Their reduction by ascorbate/glutathione indicates that l-cysteine functionalized with gem-diethylpyrroline nitroxide is reduced at the slowest rate and is comparable to...

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Autores principales: Wang, Ying, Paletta, Joseph T., Berg, Kathleen, Reinhart, Erin, Rajca, Suchada, Rajca, Andrzej
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4201325/
https://www.ncbi.nlm.nih.gov/pubmed/25324010
http://dx.doi.org/10.1021/ol502449r
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author Wang, Ying
Paletta, Joseph T.
Berg, Kathleen
Reinhart, Erin
Rajca, Suchada
Rajca, Andrzej
author_facet Wang, Ying
Paletta, Joseph T.
Berg, Kathleen
Reinhart, Erin
Rajca, Suchada
Rajca, Andrzej
author_sort Wang, Ying
collection PubMed
description [Image: see text] A series of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides were synthesized. Their reduction by ascorbate/glutathione indicates that l-cysteine functionalized with gem-diethylpyrroline nitroxide is reduced at the slowest rate and is comparable to that measured for the most resistant to reduction pyrroline and pyrrolidine nitroxides.
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spelling pubmed-42013252015-09-16 Synthesis of Unnatural Amino Acids Functionalized with Sterically Shielded Pyrroline Nitroxides Wang, Ying Paletta, Joseph T. Berg, Kathleen Reinhart, Erin Rajca, Suchada Rajca, Andrzej Org Lett [Image: see text] A series of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides were synthesized. Their reduction by ascorbate/glutathione indicates that l-cysteine functionalized with gem-diethylpyrroline nitroxide is reduced at the slowest rate and is comparable to that measured for the most resistant to reduction pyrroline and pyrrolidine nitroxides. American Chemical Society 2014-09-16 2014-10-17 /pmc/articles/PMC4201325/ /pubmed/25324010 http://dx.doi.org/10.1021/ol502449r Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Wang, Ying
Paletta, Joseph T.
Berg, Kathleen
Reinhart, Erin
Rajca, Suchada
Rajca, Andrzej
Synthesis of Unnatural Amino Acids Functionalized with Sterically Shielded Pyrroline Nitroxides
title Synthesis of Unnatural Amino Acids Functionalized with Sterically Shielded Pyrroline Nitroxides
title_full Synthesis of Unnatural Amino Acids Functionalized with Sterically Shielded Pyrroline Nitroxides
title_fullStr Synthesis of Unnatural Amino Acids Functionalized with Sterically Shielded Pyrroline Nitroxides
title_full_unstemmed Synthesis of Unnatural Amino Acids Functionalized with Sterically Shielded Pyrroline Nitroxides
title_short Synthesis of Unnatural Amino Acids Functionalized with Sterically Shielded Pyrroline Nitroxides
title_sort synthesis of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4201325/
https://www.ncbi.nlm.nih.gov/pubmed/25324010
http://dx.doi.org/10.1021/ol502449r
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