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人乳寡糖的化学合成:乳-N-新四糖(Galβ1 → 4GlcNAcβ1→)3,6Galβ1 → 4Glc。

Chemical synthesis of human milk oligosaccharides: lacto-N-neohexaose (Galβ1 → 4GlcNAcβ1→) 3,6Galβ1 → 4Glc.

机构信息

Department of Chemistry and Biochemistry, University of Missouri - St. Louis, One University Boulevard, St Louis, Missouri 63121, USA.

出版信息

Org Biomol Chem. 2020 Mar 4;18(9):1747-1753. doi: 10.1039/d0ob00172d.

DOI:10.1039/d0ob00172d
PMID:32048706
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7658587/
Abstract

The first chemical synthesis of lacto-N-neohexaose (LNnH) has been completed using a convergent synthetic strategy. The reaction conditions and donor-acceptor combinations have been carefully refined to minimize side reactions and achieve high yields in all glycosylation steps. Lacto-N-neotetraose, another common human milk oligosaccharide, was also synthesized en route to the target LNnH.

摘要

首次采用汇聚式合成策略完成了乳-N-新四糖(LNnH)的化学全合成。仔细优化了反应条件和供体-受体组合,以最大限度地减少副反应,并在所有糖基化步骤中实现高产率。在合成目标 LNnH 的过程中,还合成了另一种常见的人乳寡糖——乳-N-四糖。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/1603c3de9532/nihms-1644346-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/963774ca69b4/nihms-1644346-f0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/912813e07b27/nihms-1644346-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/0f514bea33a1/nihms-1644346-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/5a05fe50189c/nihms-1644346-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/1603c3de9532/nihms-1644346-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/963774ca69b4/nihms-1644346-f0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/912813e07b27/nihms-1644346-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/0f514bea33a1/nihms-1644346-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/5a05fe50189c/nihms-1644346-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e3d/7658587/1603c3de9532/nihms-1644346-f0005.jpg

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