Beijing National Laboratory for Molecular Sciences (BNLMS), College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China.
J Colloid Interface Sci. 2011 Oct 15;362(2):430-8. doi: 10.1016/j.jcis.2011.06.083. Epub 2011 Jul 13.
DNA/cationic surfactant interaction is relevant from the viewpoint of gene therapy, where the complexation and resulting compaction are essential to protect DNA from nuclease, and to allow entry of DNA into cells. In this work, light input and host-guest inclusion controlled DNA complexation by a novel cationic surfactant 1-[6-(4-phenylazo-phenoxy)-hexyl]-3-methylimidazolium bromide (AzoC6Mim) is reported. The surfactant is covalently attached with an azobenzene group, which undergoes reversible photoisomerizations by changing light input. Under visible light, trans-AzoC6Mim can bind to salmon sperm DNA through electrostatic attraction and hydrophobic interaction, resulting into DNA compaction. Under UV light, although cis-AzoC6Mim still binds to DNA chain, DNA/surfactant complex is decompacted owing to the decrease of surfactant hydrophobicity. On the other hand, azobenzene group can form an inclusion complex with α-CD through host-guest interaction, which removes AzoC6Mim from DNA chain and decompacts the DNA/surfactant complex.
DNA/阳离子表面活性剂相互作用从基因治疗的角度来看是相关的，其中复合物的形成和随之而来的紧缩对于保护 DNA 免受核酸酶的侵害以及允许 DNA 进入细胞是至关重要的。在这项工作中，报道了一种新型阳离子表面活性剂 1-[6-(4-偶氮苯氧基)-己基]-3-甲基咪唑溴盐（AzoC6Mim）通过光输入和主体-客体包合控制 DNA 复合物的形成。该表面活性剂通过共价键连接有一个偶氮苯基团，通过改变光输入，该基团可以进行可逆的光异构化。在可见光下，反式 AzoC6Mim 可以通过静电吸引和疏水相互作用与鲑鱼精 DNA 结合，导致 DNA 紧缩。在紫外光下，尽管顺式 AzoC6Mim 仍然与 DNA 链结合，但由于表面活性剂疏水性的降低，DNA/表面活性剂复合物会解紧缩。另一方面，偶氮苯基团可以通过主客体相互作用与α-CD 形成包合物，从而将 AzoC6Mim 从 DNA 链上移除并解紧缩 DNA/表面活性剂复合物。
