Acta Chimica Sinica ›› 2013, Vol. 71 ›› Issue (04): 549-554.DOI: 10.6023/A13010087 Previous Articles     Next Articles



赵智勇a,c, 吴芬a, 杨忠强b, 刘冬生b, 范青华a   

  1. a 中国科学院化学研究所分子识别与功能重点实验室 北京分子科学国家实验室 北京 100190;
    b 清华大学化学系 有机光电子与分子工程教育部重点实验室 北京 100084;
    c 中国科学院大学 北京 100049
  • 投稿日期:2013-01-17 发布日期:2013-03-01
  • 通讯作者: 杨忠强, 范青华;
  • 基金资助:

    项目受国家自然科学基金(Nos. 21232008, 21174077, 91027046)和973项目(No. 2013CB932800)资助.

Synthesis and Self-Assembly of DNA-Aliphatic Polyether Dendron Hybrids

Zhao Zhiyonga,c, Wu Fena, Yang Zhongqiangb, Liu Dongshengb, Fan Qing-Huaa   

  1. a Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences (CAS), Beijing 100190, China;
    b Key Laboratory of Organic Optoelectronics & Molecular Engineering of the Ministry of Education,Department of Chemistry, Tsinghua University, Beijing 100084, China;
    c University of Chinese Academy of Sciences, Beijing 100049, China
  • Received:2013-01-17 Published:2013-03-01
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21232008, 21174077, 91027046) and 973 Program (No. 2013CB932800).

A new kind of amphiphilic DNA-aliphatic polyether dendron hybrids consisting of a flexible hydrophobic polyether dendron and a single stranded DNA are synthesized, which are characterized by MALDI-TOF mass spectroscopy, HPLC and polyacrylamide gel electrophoresis (PAGE). In aqueous solution, as DNA length shortens from 24 mer to 18 mer, to 12 mer, to 6 mer, the hydrophilic DNA content in the DNA-aliphatic polyether dendron hybrid decreases, the morphology of the aggregates change from spherical micelles to nanofibers, and to irregular clusters. These different assemblies from DNA-aliphatic polyether dendron hybrids in aqueous solution are depended on the hydrophobic/hydrophilic ratio between the polyether dendron skeleton and DNA strand. However, when adding 1/10 (V/V) organic solvents such as dichloromethane (DCM), diethyl ether (EtOEt) or tetrahydrofuran (THF) into aqueous solution and after the assembling process that the sample solution is heated to 90 ℃ for 30 min and subsequently cooled to room temperature overnight, the third generation dendron conjugated 18 mer DNA hybrid could assemble into nanofibers. Meanwhile, in the THF/H2O (1∶10, V/V) mixed solvents, with the same assembling process, as different dendron generations (the second or third generation) and different DNA lengths (6 mer, 12 mer, 18 mer or 24 mer) in the hybrids, all these hybrids could assemble into long nanofibers. The assembled structures have been characterized by transmission electron microscopy (TEM), atomic force microscope (AFM), dynamic light scattering (DLS) and fluorescent experiments. Subsequently, we verified the assembling mechanism that the spherical micelles and nanofibers contain a hydrophobic dendron core and a hydrophilic DNA shell by hydrophobic fluorescent molecule Nile Red encapsulation experiment and precise DNA hybridization to load gold nanoparticles at a size of 10 nm. The hybridization property of DNA at the shell associated with the encapsulation ability of dendron at the inner core indicated the potential application in gene or drug delivery and nanotechnology.

Key words: DNA-dendron, amphiphile, self-assembly, spherical micelle, nanofiber