Škopić Mateja Klika, Losch Florian, McMillan Angus E, Willeke Niklas, Malenica Mateo, Bering Luis, Bode Jeffrey, Brunschweiger Andreas
TU Dortmund University, Faculty of Chemistry and Chemical Biology, Medicinal Chemistry, Otto-Hahn-Str. 6, 44227 Dortmund, Germany.
Department of Chemistry and Applied Biosciences, ETH Zürich, 8093 Zürich, Switzerland.
Org Lett. 2022 Feb 18;24(6):1383-1387. doi: 10.1021/acs.orglett.2c00228. Epub 2022 Feb 3.
Reactions that require strictly dry conditions are challenging to translate to a DNA-encoded library format. Controlled pore glass solid support-connected DNA oligonucleotide-aldehyde conjugates could be condensed with SnAP reagents and cyclized to various sp-rich heterocycles. The Boc-group of products provided a handle for product purification, and its facile removal under acidic conditions was tolerated by a chemically stabilized barcode. The reaction provides reagent-based scaffold diversity with functionalities for further library synthesis.
需要严格干燥条件的反应很难转化为DNA编码文库形式。可控孔径玻璃固相支持物连接的DNA寡核苷酸-醛共轭物可以与SnAP试剂缩合，并环化形成各种富含sp的杂环。产物的Boc基团为产物纯化提供了一个操作柄，并且化学稳定的条形码能够耐受其在酸性条件下的轻松去除。该反应提供了基于试剂的支架多样性以及用于进一步文库合成的功能。
