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

Abstract

Abstract: A novel amphiphile,N⁶-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(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/MTOAB/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.

Key words: Nucleobases, Molecular recognition, Amphiphiles, Coliposomes

CLC Number:

O641.3

TrendMD:

SONG Li-Ming, YU Jing-Sheng, QI Hai-Xia, WANG Qiu-Sheng, LI Guo-Wen . Synthesis of Novel Amphiphile Containing Adenine and Molecular Recognition in Phosphatidylcholine/Cationic Amphiphilic Coliposomes[J]. Chem. J. Chinese Universities, 2005, 26(10): 1913.

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

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