In solid-phase oligonucleotide (ON) synthesis, especially for 3′-modified ONs, a universal linker attached to a solid support is widely used. In this study, benzo-fused 7-oxabicyclo[2.2.1]heptane-2,3-diol derivatives are designed, synthesized, and evaluated as universal linkers. The designed linkers show reactivity comparable to that of a conventional universal linker for releasing the desired ONs. Additionally, these materials exhibit a more robust structure under basic conditions, as generally used in ON synthesis, and hydrophobic properties relative to the conventional universal linker. Notably, when diphenyl-substituted (terphenyl) and phenanthrene-type (PT) linkers are used, cyclic phosphodiesters derived from linker units as byproducts, which are produced by release of ONs from the linker units, are detected in the HPLC chromatograms. The PT linker is applicable to various ON syntheses using controlled pore glass (CPG) and polystyrene (PS) resins. These results demonstrate that the PT linker can serve as an alternative to conventional universal linkers.

在固相寡核苷酸 (ON) 合成中，特别是对于 3'-修饰的 ON，广泛使用连接到固体支持物的通用接头。在这项研究中，苯并稠合 7-oxabicyclo[2.2.1]heptane-2,3-diol 衍生物被设计、合成和评估为通用链接器。设计的连接器显示出与用于释放所需 ON 的传统通用连接器相当的反应性。此外，这些材料在碱性条件下表现出更坚固的结构，如 ON 合成中通常使用的那样，以及相对于传统通用接头的疏水性。值得注意的是，当使用二苯基取代的（三联苯）和菲型（PT）连接器时，在 HPLC 色谱图中检测到作为副产品的连接器单元衍生的环状磷酸二酯，它们是通过从连接器单元释放 ON 产生的。PT linker 适用于使用可控孔径玻璃 (CPG) 和聚苯乙烯 (PS) 树脂的各种 ON 合成。这些结果表明 PT 链接器可以作为传统通用链接器的替代品。