Li Xiaoyu, Gartner Zev J, Tse Brian N, Liu David R
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts, 02138 USA.
J Am Chem Soc. 2004 Apr 28;126(16):5090-2. doi: 10.1021/ja049666+.
The translation of DNA into synthetic molecules enables their manipulation by powerful evolution-based methods previously available only to proteins and nucleic acids. The development of increasingly sophisticated DNA-templated small-molecule syntheses is crucial to broadening the scope of this approach. Here, we report the translation of DNA templates into monocyclic and bicyclic N-acyloxazolidines using multistep DNA-templated organic synthesis. Second-generation template architectures, used for the first time in a multistep DNA-templated synthesis, together with reactions and linker cleavage strategies not previously described in a DNA-templated format, were crucial to the successful translation. The products generated in this work represent the most complex small molecules to date synthesized in a DNA sequence-programmed manner and provide the basis for DNA-templated synthetic heterocycle libraries.
将DNA转化为合成分子，使得人们能够通过此前仅适用于蛋白质和核酸的强大的基于进化的方法对其进行操控。日益复杂的DNA模板小分子合成技术的发展对于拓宽这种方法的应用范围至关重要。在此，我们报告了通过多步DNA模板有机合成将DNA模板转化为单环和双环N-酰基恶唑烷的过程。第二代模板架构首次用于多步DNA模板合成中，再加上此前未以DNA模板形式描述过的反应和连接子切割策略，对于成功转化至关重要。这项工作中生成的产物代表了迄今为止以DNA序列编程方式合成的最复杂的小分子，并为DNA模板合成杂环文库提供了基础。
