Guy A, Duplaa A M, Ulrich J, Téoule R
Département de Recherche Fondamentale de la Matière Condensée, Centre d'Etudes Nucléaires de Grenoble, France.
Nucleic Acids Res. 1991 Nov 11;19(21):5815-20. doi: 10.1093/nar/19.21.5815.
2-deoxyribosylformylamine is a major oxidative DNA damage type which occurs upon the action of ionizing radiation on DNA. The protected 2-deoxyribosylformylamine phosphoramidite was synthesized and used in conjunction with previously reported alkali labile base protected phosphoramidites ('PAC phosphoramidites') for the preparation of oligodeoxyribonucleotides containing this lesion. Final deprotection of the oligonucleotides was performed under mild alkaline conditions to preserve the integrity of the fragile defect. The presence of formylamino deoxyribosyl residue was confirmed by FAB mass spectrometry sequencing. Oligonucleotides bearing deoxyribosyl formylamine were used as templates for studying in vitro replication. They direct the insertion of guanine or induce a deletion opposite the lesion.
2-脱氧核糖基甲酰胺是一种主要的氧化性DNA损伤类型，它在电离辐射作用于DNA时产生。合成了受保护的2-脱氧核糖基甲酰胺亚磷酰胺，并与先前报道的碱不稳定碱基保护的亚磷酰胺（“PAC亚磷酰胺”）一起用于制备含有这种损伤的寡脱氧核糖核苷酸。在温和碱性条件下对寡核苷酸进行最终脱保护，以保持脆弱缺陷的完整性。通过快原子轰击质谱测序确认了甲酰氨基脱氧核糖基残基的存在。带有脱氧核糖基甲酰胺的寡核苷酸用作研究体外复制的模板。它们指导鸟嘌呤的插入或在损伤位点对面诱导缺失。
