Investigation of acyl transfer auxiliary-assisted glycoconjugation for glycoprotein semi-synthesis.
Investigation of acyl transfer auxiliary-assisted glycoconjugation for glycoprotein semi-synthesis.
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用于糖蛋白半合成的酰基转移辅助糖缀合的研究。
DOI：
10.1039/d2ob01633h
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发表时间：
2022
影响因子：
3.2
通讯作者：
Nyandoro K
中科院分区：
文献类型：
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作者：
Nyandoro K
在过去的十年中，由于化学连接策略的进步，特别是天然化学连接（NCL），同质糖蛋白合成已成为可能。对于天然糖蛋白，这仍然需要费力且技术上具有挑战性的糖肽组分合成，结合多片段连接反应。在这里，我们探索了糖连接的酰基转移助剂和肽硫酯之间的新反应。我们表明，天然糖蛋白是很难使用这种方法，但各种相关的类似物是可访问的。结果表明，位点特异性neoglycoconjugation是一个可行的途径，简单的糖基化蛋白，这可能会延长使用记录良好的酶促过程。
Homogeneous glycoprotein syntheses have become possible in the last decade due to advances in chemical ligation strategies, particularly Native Chemical Ligation (NCL). For native glycoproteins this still requires laborious and technically challenging syntheses of glycopeptide components, combined with multi-segment ligation reactions. Here we explore new reactions between sugar-linked acyl transfer auxiliaries and peptide thioesters. We show that native glycoproteins are difficult to produce using this approach but various related analogues are accessible. The results show that site-specific neoglycoconjugation is a viable route to simply glycosylated proteins, which may be extended using well-documented enzymatic processes.