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Hierarchical and programmable one-pot synthesis of oligosaccharides

Author

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  • Cheng-Wei Cheng

    (Academia Sinica
    Academia Sinica
    National Yang-Ming University)

  • 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
    The Scripps Research Institute)

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.

Suggested Citation

  • Cheng-Wei Cheng & Yixuan Zhou & Wen-Harn Pan & Supriya Dey & Chung-Yi Wu & Wen-Lian Hsu & Chi-Huey Wong, 2018. "Hierarchical and programmable one-pot synthesis of oligosaccharides," Nature Communications, Nature, vol. 9(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:9:y:2018:i:1:d:10.1038_s41467-018-07618-8
    DOI: 10.1038/s41467-018-07618-8
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