Evolution of the Ligand Shell Morphology during Ligand Exchange Reactions on Gold Nanoparticles

Luo, Zhi; Hou, Jing; Menin, Laure; Ong, Quy K.; Stellacci, Francesco

doi:10.1002/ange.201708190

Cited by 8 publications

(9 citation statements)

References 29 publications

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“…MALDI Mass Spectrometry . There have been several studies that have used MALDI mass spectrometry to study the morphology and the ligand distribution of AuNPs ( Luo et al, 2017 ). MALDI was used to determine the presence of ligand on the particles.…”

Section: Resultsmentioning

confidence: 99%

Isolipoic acid-linked gold nanoparticles bearing the thomsen friedenreich tumor-associated carbohydrate antigen: Stability and in vitro studies

Mondal

Barchi

2022

Front. Chem.

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We have previously prepared gold nanoparticles (AuNPs) bearing the Thomsen-Friedenreich antigen disaccharide (TFag), a pan-carcinoma, Tumor-Associated Carbohydrate Antigen (TACA), as tools for various assays and biological applications. Conjugation to AuNPs typically involves the use of thiols due to the affinity of sulfur for the gold surface of the nanoparticle. While a use of a single thiol-containing ligand bound to the gold surface is standard practice, several studies have shown that ligands bearing multiple thiols can enhance the strength of the conjugation in a nearly linear fashion. (R)-(+)-α-Lipoic acid (LA), a naturally occurring disulfide-containing organic acid that is used as a cofactor in many enzymatic reactions, has been used as a linker to conjugate various molecules to AuNPs through its branched di-thiol system to enhance nanoparticle stability. We sought to use a similar system to increase nanoparticle stability that was devoid of the chiral center in (R)-(+)-α-lipoic acid. Isolipoic acid, an isomer of LA, where the exocyclic pentanoic acid chain is shifted by one carbon on the dithiolane ring to produce an achiral acid, was thought to act similarly as LA without the risk of any contaminating (L)-(−) isomer. We synthesized AuNPs with ligands of both serine and threonine glycoamino acids bearing the TFag linked to isolipoic acid and examined their stability under various conditions. In addition, these particles were shown to bind to Galectin-3 and inhibit the interaction of Galectin-3 with a protein displaying copies of the TFag. These agents should prove useful in the design of potential antimetastatic therapeutics that would benefit from achiral linkers that are geometrically linear and achiral.

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Section: Resultsmentioning

confidence: 99%

Isolipoic acid-linked gold nanoparticles bearing the thomsen friedenreich tumor-associated carbohydrate antigen: Stability and in vitro studies

Mondal

Barchi

2022

Front. Chem.

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“…453 More recently, LDI-MS was also used for the study of the relative quantity of ligands attached to Ag and Au NP surfaces 455,456 or the ligand shell morphology on such NPs. 457,458 These studies interpreted the detected noble metal-ligand clusters as being composed of surface noble metal atoms that had desorbed together with the ligands that were originally attached to them. The composition of the complexes was used to determine the composition of the ligand shell.…”

Section: Methodology and Applicationsmentioning

confidence: 99%

Nanoparticles in analytical laser and plasma spectroscopy – a review of recent developments in methodology and applications

Galbács

Kéri

Kohut

et al. 2021

J. Anal. At. Spectrom.

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“…While the direct synthesis of thiol-protected AuNPs offers larger yield, shorter preparation times and smaller core diameters, the protocols are generally limited to organic solvents and non-polar thiol ligands. The replacement of the thiol capping layer via thiol-for-thiol ligand exchange is generally challenging due to high affinity of the gold-thiol bond [37].…”

Section: Figurementioning

confidence: 99%

Synthetic guidelines for the precision engineering of gold nanoparticles

Trzciński

Panariello

Besenhard

et al. 2020

Current Opinion in Chemical Engineering

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Gold nanoparticles (AuNPs) are one of the most studied nanomaterials with applications spanning from catalysis to biomedicine. While numerous chemical protocols exist that allow bespoke tailoring of chemical, physical and biological properties, their translation towards industrial-scale production remains a challenge. Batch synthesis often suffers from poor reproducibility and scalability, while emerging approaches, such as continuous flow synthesis, are not widely implemented in research labs. In this review, we provide a critical overview over recent developments in the field of AuNP synthesis and provide synthetic guidelines for precision engineering of nanoparticle properties.

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Evolution of the Ligand Shell Morphology during Ligand Exchange Reactions on Gold Nanoparticles

Cited by 8 publications

References 29 publications

Isolipoic acid-linked gold nanoparticles bearing the thomsen friedenreich tumor-associated carbohydrate antigen: Stability and in vitro studies

Isolipoic acid-linked gold nanoparticles bearing the thomsen friedenreich tumor-associated carbohydrate antigen: Stability and in vitro studies

Nanoparticles in analytical laser and plasma spectroscopy – a review of recent developments in methodology and applications

Synthetic guidelines for the precision engineering of gold nanoparticles

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