2016
DOI: 10.1002/chem.201600853
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Chiral Nanozymes–Gold Nanoparticle‐Based Transphosphorylation Catalysts Capable of Enantiomeric Discrimination

Abstract: Enantioselectivity in RNA cleavage by a synthetic metalloenzyme has been demonstrated for the first time. Thiols containing chiral Zn(II) -binding head groups have been self-assembled on the surface of gold nanoparticles. This results in the spontaneous formation of chiral bimetallic catalytic sites that display different activities (kcat ) towards the enantiomers of an RNA model substrate. Substrate selectivity is observed when the nanozyme is applied to the cleavage of the dinucleotides UpU, GpG, ApA, and Cp… Show more

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Cited by 61 publications
(32 citation statements)
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“…This resulted in the spontaneous formation of chiral bimetallic catalytic sites that display different activities (determined as k cat ) towards the enantiomers of 2‐hydroxypropyl p‐nitro‐m‐trifluoromethylphenyl phosphate. Substrate selectivity was observed when the nanozyme was applied to the cleavage of the dinucleotides UpU, GpG, ApA, and CpC, and remarkable differences in reactivity were also observed for the cleavage of the enantiomerically pure dinucleotide UpU . The selectivities observed were one order of magnitude lower than those typically presented by natural enzymes, nevertheless, they represented one of the few cases reported in the literature of enantioselective phosphate cleavage by a nano catalyst …”
Section: Nanocatalysts For the Hydrolysis Of Phosphoric Acid Estersmentioning
confidence: 85%
“…This resulted in the spontaneous formation of chiral bimetallic catalytic sites that display different activities (determined as k cat ) towards the enantiomers of 2‐hydroxypropyl p‐nitro‐m‐trifluoromethylphenyl phosphate. Substrate selectivity was observed when the nanozyme was applied to the cleavage of the dinucleotides UpU, GpG, ApA, and CpC, and remarkable differences in reactivity were also observed for the cleavage of the enantiomerically pure dinucleotide UpU . The selectivities observed were one order of magnitude lower than those typically presented by natural enzymes, nevertheless, they represented one of the few cases reported in the literature of enantioselective phosphate cleavage by a nano catalyst …”
Section: Nanocatalysts For the Hydrolysis Of Phosphoric Acid Estersmentioning
confidence: 85%
“…Scrimin et al developed catalytic NPs with behavior similar to that of natural enzymes and called them nanozymes [62]. For example, they exploited Au NPs as a platform for attaching thiols containing chiral Zn II -binding head groups [61]. The resulting NPs presented chiral bimetallic catalytic sites that exhibited different hydrolytic activities for the enantiomers of a pure RNA model substrate.…”
Section: Asymmetric Catalysismentioning
confidence: 99%
“…We have shown above, for metallomicelles and metallovesicles, that chiral discrimination in the hydrolytic cleavage is feasible. Recently we demonstrated for the first time [73] enantioselectivity in RNA cleavage by a synthetic metallonanoparticle. Thiols containing chiral Zn(II)-binding head groups have been self-assembled on the surface of gold nanoparticles (Figure 9).…”
Section: Metallonanoparticlesmentioning
confidence: 99%