Multidentate Poly(ethylene glycol) Ligands Provide Colloidal Stability to Semiconductor and Metallic Nanocrystals in Extreme Conditions

被引:179
作者
Stewart, Michael H. [1 ]
Susumu, Kimihiro [1 ]
Mei, Bing C. [1 ]
Medintz, Igor L. [2 ]
Delehanty, James B. [2 ]
Blanco-Canosa, Juan B. [3 ,4 ,5 ]
Dawson, Philip E. [3 ,4 ,5 ]
Mattoussi, Hedi [1 ]
机构
[1] USN, Res Lab, Div Opt Sci, Washington, DC 20375 USA
[2] USN, Res Lab, Ctr Biomol Sci & Engn, Washington, DC 20375 USA
[3] Scripps Res Inst, Dept Cell Biol, La Jolla, CA 92037 USA
[4] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[5] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
关键词
LOCALIZATION SIGNAL PEPTIDE; QUANTUM DOTS; GOLD NANOPARTICLES; CELLS; ACID; DNA;
D O I
10.1021/ja102898d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We present the design and synthesis of a new set of poly(ethylene glycol) (PEG)-based ligands appended with multidentate anchoring groups and test their ability to provide colloidal stability to semiconductor quantum dots (QDs) and gold nanoparticles (AuNPs) in extreme buffer conditions. The ligands are made of a PEG segment appended with two thioctic acid (TA) or two dihydrolipoic acid (DHLA) anchoring groups, bis(TA)-PEG-OCH3 or bis(DHLA)-PEG-OCH3. The synthesis utilizes Michael addition to create a branch point at the end of a PEG chain combined with carbodiimide-coupling to attach two TA groups per PEG chain. Dispersions of CdSe-ZnS core-shell QDs and AuNPs with remarkable long-term colloidal stability at pHs ranging from 1.1 to 13.9 and in the presence of 2 M NaCl have been prepared and tested using these ligands. AuNPs with strong resistance to competition from dithiothreitol (as high as 1.5 M) have also been prepared. This opens up possibilities for using them as stable probes in a variety of bio-related studies where resistance to degradation at extreme pHs, at high electrolyte concentration, and in thiol-rich environments is highly desirable. The improved colloidal stability of nanocrystals afforded by the tetradentate ligands was further demonstrated via the assembly of stable QD-nuclear localization signal peptide bioconjugates that promoted intracellular uptake.
引用
收藏
页码:9804 / 9813
页数:10
相关论文
共 44 条
[1]   The use of nanocrystals in biological detection [J].
Alivisatos, P .
NATURE BIOTECHNOLOGY, 2004, 22 (01) :47-52
[2]   Surface modification to reduce nonspecific binding of quantum dots in live cell assays [J].
Bentzen, EL ;
Tomlinson, ID ;
Mason, J ;
Gresch, P ;
Warnement, MR ;
Wright, D ;
Sanders-Bush, E ;
Blakely, R ;
Rosenthal, SJ .
BIOCONJUGATE CHEMISTRY, 2005, 16 (06) :1488-1494
[3]   The effects of chemisorption on the luminescence of CdSe quantum dots [J].
Bullen, C ;
Mulvaney, P .
LANGMUIR, 2006, 22 (07) :3007-3013
[4]   Synthesis, encapsulation, purification and coupling of single quantum dots in phospholipid micelles for their use in cellular and in vivo imaging [J].
Carion, Olivier ;
Mahler, Benoit ;
Pons, Thomas ;
Dubertret, Benoit .
NATURE PROTOCOLS, 2007, 2 (10) :2383-2390
[5]   Capping of CdSe-ZnS quantum dots with DHLA and subsequent conjugation with proteins [J].
Clapp, Aaron R. ;
Goldman, Ellen R. ;
Mattoussi, Hedi .
NATURE PROTOCOLS, 2006, 1 (03) :1258-1266
[6]   DITHIOTHREITOL NEW PROTECTIVE REAGENT FOR SH GROUPS [J].
CLELAND, WW .
BIOCHEMISTRY, 1964, 3 (04) :480-&
[7]   Gold nanoparticles: Assembly, supramolecular chemistry, quantum-size-related properties, and applications toward biology, catalysis, and nanotechnology [J].
Daniel, MC ;
Astruc, D .
CHEMICAL REVIEWS, 2004, 104 (01) :293-346
[8]   Self-assembled quantum dot-peptide bioconjugates for selective intracellular delivery [J].
Delehanty, James B. ;
Medintz, Igor L. ;
Pons, Thomas ;
Brunel, Florence M. ;
Dawson, Philip E. ;
Mattoussi, Hedi .
BIOCONJUGATE CHEMISTRY, 2006, 17 (04) :920-927
[9]   Delivering quantum dots into cells: strategies, progress and remaining issues [J].
Delehanty, James B. ;
Mattoussi, Hedi ;
Medintz, Igor L. .
ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 2009, 393 (04) :1091-1105
[10]   Enhanced oligonucleotide-nanoparticle conjugate stability using thioctic acid modified oligonucleotides [J].
Dougan, Jennifer A. ;
Karlsson, Camilla ;
Smith, W. Ewen ;
Graham, Duncan .
NUCLEIC ACIDS RESEARCH, 2007, 35 (11) :3668-3675