Coil-globule structure transition and binding characteristics of DNA molecules induced by isoquinoline-based photoactive ionic liquid surfactant

被引:11
作者
Zhu, Panpan [1 ]
Ding, Yuanhua [1 ]
Guo, Rong [1 ]
机构
[1] Yangzhou Univ, Sch Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Binding mode; Structural transition; Driving force; Photoactive ionic liquid surfactant; DNA; BOVINE SERUM-ALBUMIN; SINGLET OXYGEN GENERATION; DYNAMIC LIGHT-SCATTERING; CALF THYMUS-DNA; GENE DELIVERY; PHYSICOCHEMICAL CHARACTERIZATION; CATIONIC SURFACTANTS; GROOVE BINDING; MECHANISM; THERAPY;
D O I
10.1016/j.colsurfa.2017.07.082
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The photodynamic therapy and gene transportation across cell membrane are closely related with the binding behavior of the photoactive vectors on DNA. Here, the binding characteristics of an isoquinoline-based photoactive ionic liquid surfactant, lauryl isoquinolinium bromide ([C(12)iQuin] Br), with DNA was investigated for the first time by various analytical techniques. It was found that the DNA molecules are strongly compacted at a low [C(12)iQuin] Br concentration, and then undergo a complete coil-to-globule structure transition upon further addition of [C(12)iQuin] Br, which was verified by cryo-TEM. Based on the H-1 NMR and 2D NOESY spectra, it can be concluded that the photoactive [C(12)iQuin] Br is an AT-specific minor groove binder. At a lower [C(12)iQuin] Br concentration, the isoquinolinium ring of [C(12)iQuin] Br would be arranged facing to the plane of the minor groove of DNA, and the hydrophobic tails of [C(12)iQuin] Br would be arranged parallel to the minor groove. The hydrophobic interaction between the hydrocarbon chains of the bound [C(12)iQuin] Br and DNA bases provides the dominate driving force in the binding process. The unique binding mode of [C(12)iQuin] Br on DNA causes the formation of the new photoactive structures of [C(12)iQuin] Br-DNA complexes, which would promise the novel applications in the photodynamic therapy or the gene transportation.
引用
收藏
页码:150 / 163
页数:14
相关论文
共 58 条
[11]   The effect of sodium dodecyl sulfate on the conformation of bovine serum albumin [J].
Ding, Yuanhua ;
Shu, Ying ;
Ge, Lingling ;
Guo, Rong .
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2007, 298 (03) :163-169
[12]   Binding Characteristics and Molecular Mechanism of Interaction between Ionic Liquid and DNA [J].
Ding, Yuanhua ;
Zhang, Lin ;
Xie, Ju ;
Guo, Rong .
JOURNAL OF PHYSICAL CHEMISTRY B, 2010, 114 (05) :2033-2043
[13]   Gene therapy progress and prospects: magnetic nanoparticle-based gene delivery [J].
Dobson, J .
GENE THERAPY, 2006, 13 (04) :283-287
[14]   The triple helix: 50 years later, the outcome [J].
Duca, Maria ;
Vekhoff, Pierre ;
Oussedik, Kahina ;
Halby, Ludovic ;
Arimondo, Paola B. .
NUCLEIC ACIDS RESEARCH, 2008, 36 (16) :5123-5138
[15]   Biophysical characterization of cationic lipid:DNA complexes [J].
Eastman, SJ ;
Siegel, C ;
Tousignant, J ;
Smith, AE ;
Cheng, SH ;
Scheule, RK .
BIOCHIMICA ET BIOPHYSICA ACTA-BIOMEMBRANES, 1997, 1325 (01) :41-62
[16]   Lipoplex-induced hemagglutination: potential involvement in intravenous gene delivery [J].
Eliyahu, H ;
Servel, N ;
Domb, AJ ;
Barenholz, Y .
GENE THERAPY, 2002, 9 (13) :850-858
[17]  
Evans JNS., 1995, BIOMOLECULAR NMR SPE
[18]   Toxicological evaluation on human colon carcinoma cell line (CaCo-2) of ionic liquids based on imidazolium, guanidinium, ammonium, phosphonium, pyridinium and pyrrolidinium cations [J].
Frade, Raquel F. M. ;
Rosatella, Andreia A. ;
Marques, Carolina S. ;
Branco, Luis C. ;
Kulkarni, Prashant S. ;
Mateus, Nuno M. M. ;
Afonso, Carlos A. M. ;
Duarte, Catarina M. M. .
GREEN CHEMISTRY, 2009, 11 (10) :1660-1665
[19]   ASSIGNMENT OF THE NON-EXCHANGEABLE PROTON RESONANCES OF D(C-G-C-G-A-A-T-T-C-G-C-G) USING TWO-DIMENSIONAL NUCLEAR MAGNETIC-RESONANCE METHODS [J].
HARE, DR ;
WEMMER, DE ;
CHOU, SH ;
DROBNY, G ;
REID, BR .
JOURNAL OF MOLECULAR BIOLOGY, 1983, 171 (03) :319-336
[20]   Ionic Liquid-Based Microemulsions in Catalysis [J].
Hejazifar, Mahtab ;
Earle, Martyn ;
Seddon, Kenneth R. ;
Weber, Stefan ;
Zirbs, Ronald ;
Bica, Katharina .
JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (24) :12332-12339