Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States.
Org Lett. 2019 Sep 6;21(17):6614-6618. doi: 10.1021/acs.orglett.9b02042. Epub 2019 Aug 26.
A concise synthetic strategy to 5-dihydroxyboryldexoyuridine (5boU) phosphoramidite has been developed. 5boU was introduced into short oligonucleotides in a site-specific manner, demonstrating compatibility of the boronic acid moiety with standard solid-phase DNA synthesis chemistry. Electrophilic 5boU DNAs inhibited thymine DNA glycosylase, a cancer-relevant DNA-modifying enzyme. We envisage diverse applications of 5boU in organic synthesis, medicinal chemistry, and chemical biology.
已开发出一种将 5-二羟基硼基脱氧尿苷（5boU）磷酰胺合成物进行简洁合成的策略。5boU 以特定方式被引入短寡核苷酸中，证明了硼酸部分与标准固相 DNA 合成化学相容。亲电 5boU DNA 抑制胸苷 DNA 糖基化酶，这是一种与癌症相关的 DNA 修饰酶。我们预计 5boU 在有机合成、药物化学和化学生物学中有多种应用。
