Chiral gold nanoparticle-based electrochemical sensor for enantioselective recognition of 3,4-dihydroxyphenylalanine

Kang, Yeon Joo; Oh, Jae Sok; Kim, Yang Rae; Kim, Jong Seung; Kim, Hasuck

doi:10.1039/c0cc01071e

Cited by 100 publications

(99 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The use of chiral ligands in the proximity of nanoclusters and nanoparticles has already led to the synthesis of important novel nanomaterials with individual dissymmetry, such as intrinsically chiral nanoparticles [54,55], capped nanocrystals with a chiral distribution of the electron density [61,75], and footprinted nanoparticles [64,65]. Although still in their infancy, these systems have shown very high catalytic activity and enantioselectivity toward several organic transformations [66,143], and can be considered potential electrochemical [144], VCD [57], and SEROA (surface enhanced Raman optical activity) [145] sensors. However, the potential uses of nanoparticles with individual chirality as a plasmonic material [52,76] is still hindered primarily due to limitations in colloidal synthesis.…”

Section: Discussionmentioning

confidence: 98%

From individual to collective chirality in metal nanoparticles

et al. 2011

View full text Add to dashboard Cite

Recent reports have illustrated the promising potential of chiral metal nanostructures, which exploit the characteristic localized surface plasmon resonance of metal colloids, to produce intense optical activity. In this article we review the concepts, synthetic methods, and theoretical predictions underlying the chirality of metal colloids with a particular emphasis on the size range of 10-100 nanometers. The formation of individual colloidal nanoparticles with a chiral morphology and a plasmonic response remains elusive; however, collective chirality and the associated optical activity in nanoparticle assemblies is a promising alternative that has seen a few recent experimental demonstrations. We conclude with a perspective on chiral nanostructures built up from achiral anisotropic metal particles.

show abstract

Section: Discussionmentioning

confidence: 98%

From individual to collective chirality in metal nanoparticles

et al. 2011

View full text Add to dashboard Cite

show abstract

“…L-type enantiomer oen exhibits positive CD signal at 220 nm, and D-type enantiomer always has negative CD signal. 13 The CD results suggested that L-Dopa could absorb on L-Cys-capped AuNPs whereas D-Dopa did not adsorb on L-Cys-capped AuNPs. The results agreed with the change of L-Dopa (or D-Dopa) content in the supernatant, and the reduction of L-Dopa in the supernatant was attributed to the fact that L-Cys-capped AuNPs could bind L-Dopa.…”

Section: Chiral Recognition Mechanismmentioning

confidence: 95%

Self-assembly of l-cysteine–gold nanoparticles as chiral probes for visual recognition of 3,4-dihydroxyphenylalanine enantiomers

Zhang

Song

et al. 2015

RSC Adv.

View full text Add to dashboard Cite

A simple protocol to distinguish enantiomers is extremely intriguing and useful. Herein, we report on a method for the visual recognition of 3,4-dihydroxyphenylalanine (Dopa) enantiomers. It is based on the chirality of L-cysteine-capped gold nanoparticles (L-Cys-capped AuNPs) that can be used as a chiral selector for L-and D-forms of Dopa. On addition of L-Dopa to a solution of the L-Cys-capped AuNPs, a color change from red to blue can be seen, while no color change is found on addition of D-Dopa. The chiral recognition can be achieved by eye and simple spectrophotometry. Notably, this method does not require complicated chiral modification. The method excels through its low-cost, good availability of materials, and its simplicity.

show abstract

“…The chirality of gold nanoparticles has recently become an intensively studied field of modern nanoscience as it opens new possibilities in catalysis and sensing applications8910. The use of plasmon resonances in chiral metamaterials has been discussed and employed in several examples1112131415.…”

mentioning

confidence: 99%

First enantioseparation and circular dichroism spectra of Au38 clusters protected by achiral ligands

et al. 2012

View full text Add to dashboard Cite

Bestowing chirality to metals is central in fields such as heterogeneous catalysis and modern optics. Although the bulk phase of metals is symmetric, their surfaces can become chiral through adsorption of molecules. Interestingly, even achiral molecules can lead to locally chiral, though globally racemic, surfaces. A similar situation can be obtained for metal particles or clusters. Here we report the first separation of the enantiomers of a gold cluster protected by achiral thiolates, Au38(SCH2CH2Ph)24, achieved by chiral high-performance liquid chromatography. The chirality of the nanocluster arises from the chiral arrangement of the thiolates on its surface, forming 'staple motifs'. The enantiomers show mirror-image circular dichroism responses and large anisotropy factors of up to 4×10−3. Comparison with reported circular dichroism spectra of other Au38 clusters reveals that the influence of the ligand on the chiroptical properties is minor.

show abstract

Chiral gold nanoparticle-based electrochemical sensor for enantioselective recognition of 3,4-dihydroxyphenylalanine

Cited by 100 publications

References 19 publications

From individual to collective chirality in metal nanoparticles

From individual to collective chirality in metal nanoparticles

Self-assembly of l-cysteine–gold nanoparticles as chiral probes for visual recognition of 3,4-dihydroxyphenylalanine enantiomers

First enantioseparation and circular dichroism spectra of Au38 clusters protected by achiral ligands

Contact Info

Product

Resources

About