Faculty of Chemistry and Chemical Biology, TU Dortmund University, Otto-Hahn-Straße 6, D 44227 Dortmund, Germany.
Faculty of Chemistry and Chemical Biology, TU Dortmund University, Otto-Hahn-Straße 6, D 44227 Dortmund, Germany.
Bioorg Med Chem. 2020 May 1;28(9):115441. doi: 10.1016/j.bmc.2020.115441. Epub 2020 Mar 17.
The Petasis three-component reaction gives rise to diverse substituted α-aryl glycines from readily available amines, boronic acids and glyoxalic acid. Thus, this reaction is highly attractive for DNA-encoded small molecule screening library synthesis. The Petasis reaction is for instance promoted by a potentially DNA damaging copper(I)/bipyridine reagent system in dry organic solvents. We found that solid phase-coupled DNA strands tolerated this reagent system at elevated temperature allowing for synthesis of diverse substituted DNA-tagged α-aryl glycines from DNA-conjugated secondary amines.
Petasis 三组分反应能够从易得的胺、硼酸和乙二醛合成各种取代的α-芳基甘氨酸。因此，该反应对于 DNA 编码小分子筛选库的合成极具吸引力。例如，Petasis 反应在干燥有机溶剂中可被一种潜在的 DNA 损伤铜 (I)/联吡啶试剂体系所促进。我们发现，固相偶联的 DNA 链能够耐受该试剂体系在高温下的使用，从而允许从 DNA 偶联的仲胺合成各种取代的 DNA 标记的α-芳基甘氨酸。
