2009
DOI: 10.1038/nprot.2008.243
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Polyethylene glycol-based bidentate ligands to enhance quantum dot and gold nanoparticle stability in biological media

Abstract: We describe a simple and versatile scheme to prepare a series of poly(ethylene glycol)-based bidentate ligands that permit strong interactions with colloidal semiconductor nanocrystals (quantum dots, QDs) and gold nanoparticles (AuNPs) alike and promote their dispersion in aqueous solutions. These ligands are synthesized by coupling poly(ethylene glycol)s of various chain length to thioctic acid, followed by ring opening of the 1,2-dithiolane moiety to create a bidentate thiol anchoring group with enhanced aff… Show more

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Cited by 192 publications
(203 citation statements)
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“…Ligands can be designed with multiple surface-binding groups (e.g., thiols, which form dative covalent bonds with many metals) to ensure strong and lasting binding: for example, bidentate dihydrolipoic acid (DHLA)-based (44) and tridentate tris(mercaptomethyl) ligands (45). Short ethylene glycol segments can also be included to control nonspecific adsorption (46). Zwitterionic ligands yield exceptionally stable nanoparticles and are the state of the art for compactness and fouling resistance, particularly when combined with novel phase transfer routes like photoligation (47).…”
Section: Nanoparticle Surfacesmentioning
confidence: 99%
“…Ligands can be designed with multiple surface-binding groups (e.g., thiols, which form dative covalent bonds with many metals) to ensure strong and lasting binding: for example, bidentate dihydrolipoic acid (DHLA)-based (44) and tridentate tris(mercaptomethyl) ligands (45). Short ethylene glycol segments can also be included to control nonspecific adsorption (46). Zwitterionic ligands yield exceptionally stable nanoparticles and are the state of the art for compactness and fouling resistance, particularly when combined with novel phase transfer routes like photoligation (47).…”
Section: Nanoparticle Surfacesmentioning
confidence: 99%
“…1 A central strategy used to achieve such control is the passivation of NC surfaces by hydrophobic ligands, such as oleic acid or octadecylphosphonic acid. 2 However, for many applications it is necessary to replace the generic hydrophobic ligands with specific functional ligands, e.g., in order to facilitate aqueous dispersion, 3 enable specific targeting 4 or 20 add complementary optoelectronic functionality. 5 It remains a significant challenge to find general and efficient mechanisms for such ligand exchange reactions.…”
Section: Synthesized Tms Mixed Chalcogenides Leverage Preferential Rementioning
confidence: 99%
“…Beyond direct His n -QD self-assembly, concomitant synthesis has developed a family of polyethylene glycol (PEG)-based QD surface functionalizing ligands or caps that are pH stable and that provide access to carbodiimide (EDC)-based linkages or biotinÏȘavidin chemistry. 25 Other research groups have contributed numerous and quite diverse QD bioconjugation strategies ranging from reactive PEG chemistries to adapting Tsien's CrAsH arsenicÏȘtetracysteine linkage chemistry along with demonstrating monovalent labeling.…”
mentioning
confidence: 99%