Visible-light-mediated catalyst-free synthesis of unnatural α-amino acids and peptide macrocycles

To address the shortcomings in the application of bioactive peptides as drugs, incorporation of unnatural amino acids (UAAs) has been used. Here, the authors report an ionic compound-promoted C-N cleavage of alkyl pyridinium to generate alkyl radicals upon excitation by visible light, and apply it f...

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Autores principales: Mengran Wang, Chao Wang, Yumei Huo, Xiaobo Dang, Hongxiang Xue, Liangyu Liu, Hongli Chai, Xiuling Xie, Zhixuan Li, Doudou Lu, Zhaoqing Xu
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Publicado: Nature Portfolio 2021
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Acceso en línea:https://doaj.org/article/5665235ea1bb4639a2d037b49ae0f71f
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spelling oai:doaj.org-article:5665235ea1bb4639a2d037b49ae0f71f2021-11-28T12:33:55ZVisible-light-mediated catalyst-free synthesis of unnatural α-amino acids and peptide macrocycles10.1038/s41467-021-27086-x2041-1723https://doaj.org/article/5665235ea1bb4639a2d037b49ae0f71f2021-11-01T00:00:00Zhttps://doi.org/10.1038/s41467-021-27086-xhttps://doaj.org/toc/2041-1723To address the shortcomings in the application of bioactive peptides as drugs, incorporation of unnatural amino acids (UAAs) has been used. Here, the authors report an ionic compound-promoted C-N cleavage of alkyl pyridinium to generate alkyl radicals upon excitation by visible light, and apply it for deaminative hydroalkylation of alkenes to synthesise diverse β-alkyl substituted UAAs.Mengran WangChao WangYumei HuoXiaobo DangHongxiang XueLiangyu LiuHongli ChaiXiuling XieZhixuan LiDoudou LuZhaoqing XuNature PortfolioarticleScienceQENNature Communications, Vol 12, Iss 1, Pp 1-9 (2021)
institution DOAJ
collection DOAJ
language EN
topic Science
Q
spellingShingle Science
Q
Mengran Wang
Chao Wang
Yumei Huo
Xiaobo Dang
Hongxiang Xue
Liangyu Liu
Hongli Chai
Xiuling Xie
Zhixuan Li
Doudou Lu
Zhaoqing Xu
Visible-light-mediated catalyst-free synthesis of unnatural α-amino acids and peptide macrocycles
description To address the shortcomings in the application of bioactive peptides as drugs, incorporation of unnatural amino acids (UAAs) has been used. Here, the authors report an ionic compound-promoted C-N cleavage of alkyl pyridinium to generate alkyl radicals upon excitation by visible light, and apply it for deaminative hydroalkylation of alkenes to synthesise diverse β-alkyl substituted UAAs.
format article
author Mengran Wang
Chao Wang
Yumei Huo
Xiaobo Dang
Hongxiang Xue
Liangyu Liu
Hongli Chai
Xiuling Xie
Zhixuan Li
Doudou Lu
Zhaoqing Xu
author_facet Mengran Wang
Chao Wang
Yumei Huo
Xiaobo Dang
Hongxiang Xue
Liangyu Liu
Hongli Chai
Xiuling Xie
Zhixuan Li
Doudou Lu
Zhaoqing Xu
author_sort Mengran Wang
title Visible-light-mediated catalyst-free synthesis of unnatural α-amino acids and peptide macrocycles
title_short Visible-light-mediated catalyst-free synthesis of unnatural α-amino acids and peptide macrocycles
title_full Visible-light-mediated catalyst-free synthesis of unnatural α-amino acids and peptide macrocycles
title_fullStr Visible-light-mediated catalyst-free synthesis of unnatural α-amino acids and peptide macrocycles
title_full_unstemmed Visible-light-mediated catalyst-free synthesis of unnatural α-amino acids and peptide macrocycles
title_sort visible-light-mediated catalyst-free synthesis of unnatural α-amino acids and peptide macrocycles
publisher Nature Portfolio
publishDate 2021
url https://doaj.org/article/5665235ea1bb4639a2d037b49ae0f71f
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