含腺嘌呤双亲化合物的合成与膜内的分子识别

Synthesis of Novel Amphiphile Containing Adenine and Molecular Recognition in Phosphatidylcholine/Cationic Amphiphilic Coliposomes

设计并合成了含腺嘌呤碱基的双亲化合物N6-十四酰基-9-[8-(1-三甲胺基)辛基]溴化腺嘌呤;用目标化合物和卵磷脂制备混合脂质体受体.分别研究了受体与抗癌药物氟脲嘧啶底物在混合脂质体亲脂区通过互补氢键进行的分子识别.研究结果表明,底物氟脲嘧啶在263 nm处的吸收峰随时间的延长而逐渐减弱,这种减色作用归因于脂质体内的腺嘌呤与氟脲嘧啶在脂质体内的亲脂区形成的氢键.

A novel amphiphile, N^6-myristoyl-9-[8-（1-trimethylamino）octyl] adenine bromide（MTOAB, amphiphile 4）, was synthesized as a receptor. The coliposomes were prepared from phosphatidylcholine （PC） and MTOAB by sonication of CHCl3-cast films of amphiphiles mixtures[ n（ PC）： n（MTOAB） = 10：1 ] in doubly distilled water with a bath-type sonicator at 80 W for 3 h. The UV-Vis spectroscopic behavior of PC/MTO AB/fluorouracil coliposomes（molar ratio of 10： 1：1 ） decreased slowly with the increase of time. The hypochromic effect can be ascribed to the hydroger bond formation between both adenine and fluorouracil group in the coliposomes. The intensity of the absorption band decreased to about 87.9% of its initial value and the coliposome can be stabilized for several weeks. These results demonstrate that it is possible to reproduce the recognition process of life system in the artificial chemical systems, which was performed in aqueous environment.