Departamento de Química Orgánica e Inorgánica and Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, 33006, Oviedo, Asturias, Spain.
Org Biomol Chem. 2011 Sep 7;9(17):5960-6. doi: 10.1039/c1ob05739a. Epub 2011 Jul 11.
Preparation of abasic site precursors through a divergent chemoenzymatic synthesis has been accomplished. Several biocatalysts and acylating agents were studied furnishing a practical and scalable green method useful for industrial applications. Highly regioselective acylation and deacylation reactions with 1,2-dideoxy-D-ribose are described resulting in excellent yield. A fast, atom-efficient and convenient synthesis of 3-, and 5-O-DMTr-1,2-dideoxyribose 17 and 19 has been achieved. These compounds are useful precursors for the preparation of phosphoramidites required for the assembly of oligonucleotides containing the tetrahydrofuran abasic lesions.
通过发散的化学酶合成制备了脱碱基位点前体。研究了几种生物催化剂和酰化剂，提供了一种实用且可扩展的绿色方法，可用于工业应用。对 1,2-二脱氧-D-核糖进行了高度区域选择性的酰化和脱酰反应，产率很高。实现了 3-O-DMTr-1,2-二脱氧核糖 17 和 5-O-DMTr-1,2-二脱氧核糖 19 的快速、原子经济性和方便的合成。这些化合物是制备用于组装含有四氢呋喃脱碱基损伤的寡核苷酸所需的磷酰胺的有用前体。
