Hierarchical and programmable one-pot synthesis of oligosaccharides

Cheng-Wei Cheng, Yixuan Zhou, Wen-Harn Pan, Supriya Dey, Chung-Yi Wu, Wen-Lian Hsu () and Chi-Huey Wong ()
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Cheng-Wei Cheng: Academia Sinica
Yixuan Zhou: Academia Sinica
Wen-Harn Pan: Academia Sinica
Supriya Dey: Academia Sinica
Chung-Yi Wu: Academia Sinica
Wen-Lian Hsu: Academia Sinica
Chi-Huey Wong: Academia Sinica

Nature Communications, 2018, vol. 9, issue 1, 1-9

Abstract: Abstract The programmable one-pot oligosaccharide synthesis method was designed to enable the rapid synthesis of a large number of oligosaccharides, using the software Optimer to search Building BLocks (BBLs) with defined relative reactivity values (RRVs) to be used sequentially in the one-pot reaction. However, there were only about 50 BBLs with measured RRVs in the original library and the method could only synthesize small oligosaccharides due to the RRV ordering requirement. Here, we increase the library to include 154 validated BBLs and more than 50,000 virtual BBLs with predicted RRVs by machine learning. We also develop the software Auto-CHO to accommodate more data handling and support hierarchical one-pot synthesis using fragments as BBLs generated by the one-pot synthesis. This advanced programmable one-pot method provides potential synthetic solutions for complex glycans with four successful examples demonstrated in this work.

Date: 2018
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DOI: 10.1038/s41467-018-07618-8

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