Synthesis, characterization, DNA interaction and potential applications of gold nanoparticles functionalized with Acridine Orange fluorophores

被引:29
作者
Biver, Tarita [1 ]
Eltugral, Nurettin [1 ]
Pucci, Andrea [1 ]
Ruggeri, Giacomo [1 ]
Schena, Alberto [2 ]
Secco, Fernando [1 ]
Venturini, Marcella [1 ]
机构
[1] Univ Pisa, Dept Chem & Ind Chem, I-56126 Pisa, Italy
[2] Ecole Polytech Fed Lausanne, Stn 6, Inst Chem Sci & Engn, CH-1015 Lausanne, Switzerland
关键词
NUCLEIC-ACIDS; HETEROAROMATIC-COMPOUNDS; INTERCALATING LIGANDS; SILVER NANOPARTICLES; SELF-AGGREGATION; CELLULAR UPTAKE; BINDING; PROFLAVINE; SYSTEM; SIZE;
D O I
10.1039/c0dt01371d
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Two new water-soluble gold nanoparticles (AO-TEG-Au and AO-PEG-Au NPs) are prepared and characterized. They are stabilized by thioalkylated oligoethylene glycols and functionalized with fluorescent Acridine Orange (AO) derivatives. Despite the different core sizes (11.8 and 3.9 nm respectively) and shell composition, they are both well dispersed and are stable in water, even if some self-aggregation is observed in the case of AO-TEG-Au NPs. However, AO-PEG-Au NPs show much lower emission efficiency with respect to AO-TEG-Au NPs. Spectrophotometric and spectrofluorometric experiments indicate that both types of nanoparticle are able to bind to calf thymus DNA, either by external binding or partial intercalation. Preliminary FACS flow cytometry tests seem to indicate that the AO-TEG-Au nanoparticle is able to cross the cell membrane where it is absorbed by Chinese hamster ovary (CHO) cells at the picomolar concentration level.
引用
收藏
页码:4190 / 4199
页数:10
相关论文
共 48 条
[1]   Organization of 'nanocrystal molecules' using DNA [J].
Alivisatos, AP ;
Johnsson, KP ;
Peng, XG ;
Wilson, TE ;
Loweth, CJ ;
Bruchez, MP ;
Schultz, PG .
NATURE, 1996, 382 (6592) :609-611
[2]   Quenched emission of fluorescence by ligand functionalized gold nanoparticles [J].
Aslan, K ;
Pérez-Luna, VH .
JOURNAL OF FLUORESCENCE, 2004, 14 (04) :401-405
[3]   DNA binding by a new metallointercalator that contains a proflavine group bearing a hanging chelating unit [J].
Bazzicalupi, Carla ;
Bencini, Andrea ;
Bianchi, Antonio ;
Biver, Tarita ;
Boggioni, Alessia ;
Bonacchi, Sara ;
Danesi, Andrea ;
Giorgi, Claudia ;
Gratteri, Paola ;
Ingrain, Antonio Marchal ;
Secco, Fernando ;
Sissi, Claudia ;
Valtancoli, Barbara ;
Venturini, Marcella .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (01) :184-196
[4]   Dye-induced aggregation of single stranded RNA: A mechanistic approach [J].
Biver, Tarita ;
Ciatto, Carlo ;
Secco, Fernando ;
Venturini, Marcella .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 2006, 452 (02) :93-101
[5]   Left-handed DNA: intercalation of the cyanine thiazole orange and structural changes. A kinetic and thermodynamic approach [J].
Biver, Tarita ;
Garcia, Begona ;
Leal, Jose M. ;
Secco, Fernando ;
Turriani, Elisa .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2010, 12 (40) :13309-13317
[6]   Self-assembly of nanoparticles into structured spherical and network aggregates [J].
Boal, AK ;
Ilhan, F ;
DeRouchey, JE ;
Thurn-Albrecht, T ;
Russell, TP ;
Rotello, VM .
NATURE, 2000, 404 (6779) :746-748
[7]   SYNTHESIS, CHARACTERIZATION, AND DNA-BINDING PROPERTIES OF (1,2-DIAMINOETHANE)PLATINUM(II) COMPLEXES LINKED TO THE DNA INTERCALATOR ACRIDINE-ORANGE BY TRIMETHYLENE AND HEXAMETHYLENE CHAINS [J].
BOWLER, BE ;
AHMED, KJ ;
SUNDQUIST, WI ;
HOLLIS, LS ;
WHANG, EE ;
LIPPARD, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (04) :1299-1306
[8]   Gold Nanoparticle-Fluorophore Complexes: Sensitive and Discerning "Noses" for Biosystems Sensing [J].
Bunz, Uwe H. F. ;
Rotello, Vincent M. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (19) :3268-3279
[9]   Intercalation of proflavine and a platinum derivative of proflavine into double-helical poly(A) [J].
Ciatto, C ;
D'Amico, ML ;
Natile, G ;
Secco, F ;
Venturini, M .
BIOPHYSICAL JOURNAL, 1999, 77 (05) :2717-2724
[10]   Synthesis and effects of 3-methylthiopropanoyl thiolesters of lipoic acid, methional metabolite mimics [J].
Courvoisier, C ;
Paret, MJ ;
Chantepie, J ;
Goré, J ;
Fournet, G ;
Quash, G .
BIOORGANIC CHEMISTRY, 2006, 34 (01) :49-58