Cheng-Chung Wang团队最新研究提出羟基反应的自动定量用于预测糖基化反应。 相关研究成果于2021年2月26日发表在国际顶尖学术期刊《德国应用化学》。

糖基化反应的立体选择性和产率是最重要的，但不可预测。

研究人员建立了一个受体亲核常数（Aka）数据库，定量研究了空间效应、电子效应和结构效应对糖基化过程中羟基亲核性的影响，为实验和计算机算法建立了联系。可以用Aka来定义各种碳水化合物分子上的羟基之间的细微反应性差异，同时Aka可以通过一个简单方便的自动化系统很容易获得，以确保高重复性和准确性。

通过设计的软件程序“glycomputer”组织和处理具有明确反应性和启动子的不同范围的糖基化供体和受体，用于预测糖基化反应，而不涉及复杂的计算处理。通过随机森林算法进一步验证了Aka的重要性，并通过合成lewis A骨架验证了Aka的适用性，表明该算法能够准确地估计出Aka的立体选择性和产量。

附：英文原文

Title: Automated Quantification of Hydroxyl Reactivities: Prediction of Glycosylation Reactions

Author: Chun-Wei Chang, Mei-Huei Lin, Chieh-Kai Chan, Kuan-Yu Su, Chia-Hui Wu, Wei-Chih Lo, Sarah Lam, Yu-Ting Cheng, Pin-Hsuan Liao, Chi-Huey Wong, Cheng-Chung Wang

Issue&Volume: 2021-02-26

Abstract: The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable. We develop a database of acceptor nucleophilic constant (Aka) to quantify the nucleophilicity of hydroxyl groups in glycosylation influenced by the steric, electronic and structural effects, providing a connection between experiments and computer algorithm. The subtle reactivity differences among the hydroxyl groups on various carbohydrate molecules can be defined by Aka, which is easily accessible by a simple and convenient automation system to assure high reproducibility and accuracy. A diverse range of glycosylation donors and acceptors with well‐defined reactivity and promotors were organized and processed by the designed software program “GlycoComputer” for prediction of glycosylation reaction without involving sophisticated computational processing. The importance of Aka was further verified by random forest algorithm, and the applicability was tested by the synthesis of a Lewis A skeleton to show that the stereoselectivity and yield can be accurately estimated.

DOI: 10.1002/anie.202013909

Source: https://onlinelibrary.wiley.com/doi/10.1002/anie.202013909