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人糖蛋白激素α-亚基的全合成:向完全合成的均一人促卵泡激素迈进。

Total synthesis of the α-subunit of human glycoprotein hormones: toward fully synthetic homogeneous human follicle-stimulating hormone.

机构信息

Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10065, USA.

出版信息

J Am Chem Soc. 2012 Feb 22;134(7):3532-41. doi: 10.1021/ja2111459. Epub 2012 Feb 6.

DOI:10.1021/ja2111459
PMID:22280541
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3288947/
Abstract

Described herein is the first total chemical synthesis of the unique α-subunit of the human glycoprotein hormone (α-hGPH). Unlike the biologically derived glycoprotein hormones, which are isolated as highly complex mixtures of glycoforms, α-hGPH obtained by chemical synthesis contains discrete homogeneous glycoforms. Two such systems have been prepared. One contains the disaccharide chitobiose at the natural N-glycosylation sites. The other contains dodecamer oligosaccharides at these same sites. The dodecamer sugar is a consensus sequence incorporating the key features associated with human glycoproteins.

摘要

本文描述了人类糖蛋白激素(α-hGPH)独特的α-亚基的首次全化学合成。与生物衍生的糖蛋白激素不同,这些糖蛋白激素作为高度复杂的糖型混合物被分离出来,而通过化学合成获得的α-hGPH 含有离散的同质糖型。已经制备了两种这样的系统。一种含有天然 N-糖基化位点的二糖壳二糖。另一种在这些相同的位点含有十二聚体寡糖。十二聚体糖是一个共识序列,包含与人类糖蛋白相关的关键特征。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/748c/3288947/28a81faa18b5/nihms355485f13.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/748c/3288947/e67eed893881/nihms355485f8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/748c/3288947/f64656a01455/nihms355485f9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/748c/3288947/bc3cb1b24f75/nihms355485f10.jpg
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