Interactions of a biocompatible water-soluble anthracenyl polymer derivative with double-stranded DNA

被引:23
作者
Deiana, Marco [1 ]
Mettra, Bastien [2 ]
Matczyszyn, Katarzyna [1 ]
Piela, Katarzyna [3 ]
Pitrat, Delphine [2 ]
Olesiak-Banska, Joanna [1 ]
Monnereau, Cyrille [2 ]
Andraud, Chantal [2 ]
Samoc, Marek [1 ]
机构
[1] Wroclaw Univ Technol, Fac Chem, Adv Mat Engn & Modelling Grp, PL-50370 Wroclaw, Poland
[2] Univ Lyon 1, Ecole Normale Super Lyon, CNRS UMR 5182, Chim Lab, F-69365 Lyon, France
[3] Wroclaw Univ Technol, Fac Chem, Dept Phys & Quantum Chem, PL-50370 Wroclaw, Poland
关键词
2-PHOTON ABSORPTION; ETHIDIUM-BROMIDE; ANTICANCER DRUG; MINOR-GROOVE; DOUBLE HELIX; BINDING; FLUORESCENCE; SEQUENCE; COMPLEX; INTERCALATION;
D O I
10.1039/c5cp05381a
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
We have studied the interaction of a polymeric water soluble anthracenyl derivative (Ant-PHEA) with salmon testes DNA. The results from UV-Vis, fluorescence, Fourier transform infrared (FT-IR) and circular dichroism spectroscopies indicate that the groove binding process regulates the interaction between Ant-PHEA and DNA. The binding constants, calculated by absorption spectroscopy at 298, 304 and 310 K, were equal to 3.2 x 10(5) M-1, 4.7 x 10(5) M-1, and 6.6 x 10(5) M-1 respectively, proving a relatively high affinity of Ant-PHEA for salmon testes DNA. Results of Hoechst 33258 displacement assays strongly support the groove binding mode of Ant-PHEA to DNA. The association stoichiometry of the Ant-PHEA:DNA adduct was found to be 1 for every 5 base pairs. FT-IR spectra, recorded at different Ant-PHEA/DNA molar ratios, indicate the involvement of the phosphate groups and adenine and thymine DNA bases in the association process. Thermodynamic results suggest that hydrophobic forces regulate the binding of Ant-PHEA with DNA without excluding some extent of involvement of van der Waals forces and hydrogen bonding arising due to surface binding between the hydrophilic polymeric arms of the ligand and the functional groups positioned on the edge of the groove. The resulting composite biomaterial could constitute a valuable candidate for future biological and/or photonic applications.
引用
收藏
页码:30318 / 30327
页数:10
相关论文
共 90 条
[1]   POLY(DA).POLY(DT) IS A B-TYPE DOUBLE HELIX WITH A DISTINCTIVELY NARROW MINOR GROOVE [J].
ALEXEEV, DG ;
LIPANOV, AA ;
SKURATOVSKII, IY .
NATURE, 1987, 325 (6107) :821-823
[2]  
[Anonymous], COMPREHENSIVE CHIROP
[3]  
BAGULEY BC, 1991, ANTI-CANCER DRUG DES, V6, P1
[4]   Sequence-specific DNA minor groove binders. Design and synthesis of netropsin and distamycin analogues [J].
Bailly, C ;
Chaires, JB .
BIOCONJUGATE CHEMISTRY, 1998, 9 (05) :513-538
[5]   Direct observation of essential DNA dynamics: Melting and reformation of the DNA minor groove [J].
Banerjee, Debapriya ;
Pal, Samir Kumar .
JOURNAL OF PHYSICAL CHEMISTRY B, 2007, 111 (36) :10833-10838
[6]   A SPECTROPHOTOMETRIC INVESTIGATION OF THE INTERACTION OF IODINE WITH AROMATIC HYDROCARBONS [J].
BENESI, HA ;
HILDEBRAND, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (08) :2703-2707
[7]   Interaction of berberine, palmatine, coralyne, and sanguinarine to quadruplex DNA: A comparative spectroscopic and calorimetric study [J].
Bhadra, Kakali ;
Kumar, Gopinatha Suresh .
BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS, 2011, 1810 (04) :485-496
[8]   Studies of interaction of emodin and DNA in the presence of ethidium bromide by spectroscopic method [J].
Bi, Shuyun ;
Zhang, Hanqi ;
Qiao, Chunyu ;
Sun, Ying ;
Liu, Chunming .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2008, 69 (01) :123-129
[9]   The unique optical behaviour of bio-related materials with organic chromophores [J].
Ciardelli, Francesco ;
Bertoldo, Monica ;
Bronco, Simona ;
Pucci, Andrea ;
Ruggeri, Giacomo ;
Signori, Francesca .
POLYMER INTERNATIONAL, 2013, 62 (01) :22-32
[10]   Interactions of Isophorone Derivatives with DNA: Spectroscopic Studies [J].
Deiana, Marco ;
Matczyszyn, Katarzyna ;
Massin, Julien ;
Olesiak-Banska, Joanna ;
Andraud, Chantal ;
Samoc, Marek .
PLOS ONE, 2015, 10 (06)