Hansske F, Cramer F
Carbohydr Res. 1977 Mar;54(1):75-84. doi: 10.1016/s0008-6215(00)80557-1.
Periodate oxidation converted adenosine, guanosine, cytidine, and uridine into the corresponding dialdehydes. No free dialdehydes are present in solution, but several hydrated species occur (i.r. and n.m.r.). In the solid state, the dialdehydes are completely polymerized. The m.s. molecular peaks corresponding to the free daildehydes were of very low intensity. The c.d spectra of adenosine- and cytidinedialdehyde showed heavily diminished Cotton effects in comparison to the parent nucleosides. For uridine-dialdehyde, the signal intensity of the strongest transition was diminished by about one half, indicating a looser structure allowing free rotation of the base. By contrast, the c.d. signal of guanosine-dialdehyde was increased, indicating self-association of oligomers. The nucleoside-dialdehydes gave, with hydrazides, morpholine derivatives, which posses rigid, stable structures (c.d).
高碘酸盐氧化将腺苷、鸟苷、胞苷和尿苷转化为相应的二醛。溶液中不存在游离的二醛，但会出现几种水合形式（红外光谱和核磁共振）。在固态下，二醛完全聚合。对应于游离二醛的质谱分子峰强度非常低。与母体核苷相比，腺苷二醛和胞苷二醛的圆二色光谱显示科顿效应大幅减弱。对于尿苷二醛，最强跃迁的信号强度减弱了约一半，表明结构较松散，碱基可自由旋转。相比之下，鸟苷二醛的圆二色信号增强，表明寡聚物发生了自缔合。核苷二醛与酰肼反应生成吗啉衍生物，这些衍生物具有刚性、稳定的结构（圆二色光谱）。
