Department of Chemistry The Scripps Research Institute 130 Scripps Way, Jupiter, Florida 33458, United States.
ACS Comb Sci. 2018 Feb 12;20(2):55-60. doi: 10.1021/acscombsci.7b00151. Epub 2018 Jan 24.
One-bead-one-compound (OBOC) libraries constructed by solid-phase split-and-pool synthesis are a valuable source of protein ligands. Most OBOC libraries are comprised of oligoamides, particularly peptides, peptoids, and peptoid-inspired molecules. Further diversification of the chemical space covered by OBOC libraries is desirable. Toward this end, we report here the efficient proline-catalyzed asymmetric Mannich reaction between immobilized aldehydes and soluble ketones and anilines. The reaction conditions do not compromise the amplification of DNA by the PCR. Thus, this chemistry will likely be useful for the construction of novel DNA-encoded libraries by solid-phase synthesis.
固相分割-合并合成构建的单珠-单化合物（OBOC）文库是蛋白质配体的重要来源。大多数 OBOC 文库由寡聚酰胺组成，特别是肽、肽类和类肽分子。OBOC 文库涵盖的化学空间进一步多样化是可取的。为此，我们在此报告了在固定化醛和可溶酮和苯胺之间高效的脯氨酸催化的不对称曼尼希反应。反应条件不影响 PCR 对 DNA 的扩增。因此，这种化学方法可能对固相合成构建新型 DNA 编码文库有用。
