Facile access to C-glycosyl amino acids and peptides via Ni-catalyzed reductive hydroglycosylation of alkynes

C-Glycosyl peptides/proteins are metabolically stable mimics of the native glycopeptides/proteins of great therapeutic potential, but their chemical synthesis is challenging. Here, the authors report a protocol for the synthesis of vinyl C-glycosyl amino acids and peptides, via a Ni-catalyzed reduct...

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Autores principales: Yan-Hua Liu, Yu-Nong Xia, Tayyab Gulzar, Bingcheng Wei, Haotian Li, Dapeng Zhu, Zhifei Hu, Peng Xu, Biao Yu
Formato: article
Lenguaje:EN
Publicado: Nature Portfolio 2021
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Acceso en línea:https://doaj.org/article/efcbfbbc3ee54b9096ca86a19866042e
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spelling oai:doaj.org-article:efcbfbbc3ee54b9096ca86a19866042e2021-12-02T15:07:48ZFacile access to C-glycosyl amino acids and peptides via Ni-catalyzed reductive hydroglycosylation of alkynes10.1038/s41467-021-25127-z2041-1723https://doaj.org/article/efcbfbbc3ee54b9096ca86a19866042e2021-08-01T00:00:00Zhttps://doi.org/10.1038/s41467-021-25127-zhttps://doaj.org/toc/2041-1723C-Glycosyl peptides/proteins are metabolically stable mimics of the native glycopeptides/proteins of great therapeutic potential, but their chemical synthesis is challenging. Here, the authors report a protocol for the synthesis of vinyl C-glycosyl amino acids and peptides, via a Ni-catalyzed reductive hydroglycosylation reaction of alkyne derivatives of amino acids and peptides with glycosyl bromides.Yan-Hua LiuYu-Nong XiaTayyab GulzarBingcheng WeiHaotian LiDapeng ZhuZhifei HuPeng XuBiao YuNature PortfolioarticleScienceQENNature Communications, Vol 12, Iss 1, Pp 1-9 (2021)
institution DOAJ
collection DOAJ
language EN
topic Science
Q
spellingShingle Science
Q
Yan-Hua Liu
Yu-Nong Xia
Tayyab Gulzar
Bingcheng Wei
Haotian Li
Dapeng Zhu
Zhifei Hu
Peng Xu
Biao Yu
Facile access to C-glycosyl amino acids and peptides via Ni-catalyzed reductive hydroglycosylation of alkynes
description C-Glycosyl peptides/proteins are metabolically stable mimics of the native glycopeptides/proteins of great therapeutic potential, but their chemical synthesis is challenging. Here, the authors report a protocol for the synthesis of vinyl C-glycosyl amino acids and peptides, via a Ni-catalyzed reductive hydroglycosylation reaction of alkyne derivatives of amino acids and peptides with glycosyl bromides.
format article
author Yan-Hua Liu
Yu-Nong Xia
Tayyab Gulzar
Bingcheng Wei
Haotian Li
Dapeng Zhu
Zhifei Hu
Peng Xu
Biao Yu
author_facet Yan-Hua Liu
Yu-Nong Xia
Tayyab Gulzar
Bingcheng Wei
Haotian Li
Dapeng Zhu
Zhifei Hu
Peng Xu
Biao Yu
author_sort Yan-Hua Liu
title Facile access to C-glycosyl amino acids and peptides via Ni-catalyzed reductive hydroglycosylation of alkynes
title_short Facile access to C-glycosyl amino acids and peptides via Ni-catalyzed reductive hydroglycosylation of alkynes
title_full Facile access to C-glycosyl amino acids and peptides via Ni-catalyzed reductive hydroglycosylation of alkynes
title_fullStr Facile access to C-glycosyl amino acids and peptides via Ni-catalyzed reductive hydroglycosylation of alkynes
title_full_unstemmed Facile access to C-glycosyl amino acids and peptides via Ni-catalyzed reductive hydroglycosylation of alkynes
title_sort facile access to c-glycosyl amino acids and peptides via ni-catalyzed reductive hydroglycosylation of alkynes
publisher Nature Portfolio
publishDate 2021
url https://doaj.org/article/efcbfbbc3ee54b9096ca86a19866042e
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