A Circular Dichroism Probe for <scp>L</scp>‐Cysteine Based on the Self‐Assembly of Chiral Complex Nanoparticles

Jing, Nan; Yan, Xiu‐Ping

doi:10.1002/chem.200902479

Cited by 52 publications

(54 citation statements)

References 21 publications

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“…Nan et al recently reported that Ag + cation can be complexedb yl-cysteine to form Ag + /Lcys colloidal NPs displaying excitonc hirality with an egative value at nearly 290 nm andapositive value at about 250 nm in the CD spectrum. [42,43] This is almostc onsistentw ith our CD spectra recordedf rom the system of chiral Ag@SiO 2 and l-cysteine. In contrast to the colloidal Ag + /Lcys complex reported in the literature, [42] however,o ur product did not form at urbid nanoparticle colloid but appeared as ac lear molecular solution with good water solubility.T his feature provided much convenience in confirming the nature of the product with excitonc hirality by meanso f 1 HNMR spectroscopy.T hus, we prepared the sample with bisignate CD signal in the presence of l-Ag@SiO 2 in D 2 Oa nd recordedi ts 1 HNMR spectrum.…”

Section: Reactivity Of Chirala G@sio 2 Toward L-cysteinesupporting

confidence: 82%

Chiral SiO₂ and Ag@SiO₂ Materials Templated by Complexes Consisting of Comblike Polyethyleneimine and Tartaric Acid

Yao

Murata

Tsunega

et al. 2015

Chemistry A European J

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A facile avenue to fabricate micrometer-sized chiral (L-, D-) and meso-like (dl-) SiO2 materials with unique structures by using crystalline complexes (cPEI/tart), composed of comblike polyethyleneimine (cPEI) and L-, D-, or dl-tartaric acid, respectively, as catalytic templates is reported. Interestingly, both chiral crystalline complexes appeared as regularly left- and right-twisted bundle structures about 10 μm in length and about 5 μm in diameter, whereas the dl-form occurred as circular structures with about 10 μm diameter. Subsequently, SiO2 @cPEI/tart hybrids with high silica content (>55.0 wt %) were prepared by stirring a mixture containing tetramethoxysilane (TMOS) and the aggregates of the crystalline complexes in water. The chiral SiO2 hybrids and calcined chiral SiO2 showed very strong CD signals and a nanofiber-based morphology on their surface, whereas dl-SiO2 showed no CD activity and a nanosheet-packed disklike shape. Furthermore, metallic silver nanoparticles (Ag NPs) were encapsulated in each silica hybrid to obtain chiral (D and L forms) and meso-like (dl form) Ag@SiO2 composites. Also, the reaction between L-cysteine (Lcys) and these Ag@SiO2 composites was preliminarily investigated. Only chiral L- and D-Ag@SiO2 composites promoted the reaction between Lcys and Ag NPs to produce a molecular [Ag-Lcys]n complex with remarkable exciton chirality, whereas the reaction hardly occurred in the case of meso-like (dl-) Ag@SiO2 composite.

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Section: Reactivity Of Chirala G@sio 2 Toward L-cysteinesupporting

confidence: 82%

Chiral SiO₂ and Ag@SiO₂ Materials Templated by Complexes Consisting of Comblike Polyethyleneimine and Tartaric Acid

Yao

Murata

Tsunega

et al. 2015

Chemistry A European J

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“…Blockade did not occur with aHL (AG) 7 , showing that a lumenal cysteine side chain is required. Because residual thiols from the protein preparation (thioglycolate, b-mercaptoethanol, and DTT, at the tens of nanomolar level) were present during planar lipid bilayer experiments, we propose that the blockade of P C arises from the formation of Ag þ -thiol coordination polymers on the cysteine thiol group (29,30) (Fig. S2).…”

Section: Design Of the Ahl Mutant For Metal Ion Detectionmentioning

confidence: 99%

Rates and Stoichiometries of Metal Ion Probes of Cysteine Residues within Ion Channels

Choi

Mach

Bayley

2013

Biophysical Journal

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Metal ion probes are used to assess the accessibility of cysteine side chains in polypeptides lining the conductive pathways of ion channels and thereby determine the conformations of channel states. Despite the widespread use of this approach, the chemistry of metal ion-thiol interactions has not been fully elucidated. Here, we investigate the modification of cysteine residues within a protein pore by the commonly used Ag(+) and Cd(2+) probes at the single-molecule level, and provide rates and stoichiometries that will be useful for the design and interpretation of accessibility experiments.

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“…[28,29] The level of cysteine in vivo has been recognized as an important indicator for disease diagnosis. [30] Some methods have been developed for its detection, including circular dichroism spectroscopy, [30] spectrofluorimetry, [31][32][33][34][35][36][37][38][39] UV-visible absorption spectroscopy, [40][41][42][43][44] mass spectrometry, [45] and electrochemical techniques. [46][47][48][49][50] The main problem of the electrochemical methods is the high overpotential for oxidation of cysteine.…”

Section: Introductionmentioning

confidence: 99%

Photoelectrochemistry of Free‐Base‐Porphyrin‐Functionalized Zinc Oxide Nanoparticles and Their Applications in Biosensing

Lei

Wang

et al. 2011

Chemistry A European J

158

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The photoelectrochemical properties of free-base-porphyrin-functionalized zinc oxide nanoparticles were studied. A universal photoelectrochemical biosensing platform was constructed on indium tin oxide (ITO) by using the functional nanohybrid. The nanohybrid was synthesized by means of dentate binding of ZnO nanoparticles with carboxylic groups of 4,4',4'',4'''-(21H,23H-porphine-5,10,15,20-tetrayl)tetrakis(benzoic acid) (TCPP), and characterized with scanning electron microscopy, contact angle measurement, and spectral techniques. The nanohybrid-coated ITO electrode showed an efficient photocurrent response under irradiation at a wavelength of 360 nm, which could be greatly improved upon addition of cysteine by its oxidation at +0.3 V. The possible mechanism was that cysteine acts as a sacrificial electron donor to scavenge the photogenerated holes that locate on the excited state of TCPP, which then injects the photoexcitation electrons into the conduction band of ZnO nanoparticles, thereby transferring photoinduced electrons to the ITO electrode. Based on this enhanced photocurrent signal, a novel method for photoelectrochemical detection of cysteine was developed with a linear range of 0.6 to 157 μmol L(-1) in physiological media. The detection limit was 0.2 μmol L(-1) at a signal-to-noise ratio of 3. The novel strategy of cysteine analysis could provide an alternative method for monitoring biomolecules and extend the application of porphyrin-functionalized semiconductor nanoparticles.

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A Circular Dichroism Probe for L‐Cysteine Based on the Self‐Assembly of Chiral Complex Nanoparticles

Cited by 52 publications

References 21 publications

Chiral SiO₂ and Ag@SiO₂ Materials Templated by Complexes Consisting of Comblike Polyethyleneimine and Tartaric Acid

Chiral SiO₂ and Ag@SiO₂ Materials Templated by Complexes Consisting of Comblike Polyethyleneimine and Tartaric Acid

Rates and Stoichiometries of Metal Ion Probes of Cysteine Residues within Ion Channels

Photoelectrochemistry of Free‐Base‐Porphyrin‐Functionalized Zinc Oxide Nanoparticles and Their Applications in Biosensing

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A Circular Dichroism Probe for L‐Cysteine Based on the Self‐Assembly of Chiral Complex Nanoparticles

Cited by 52 publications

References 21 publications

Chiral SiO2 and Ag@SiO2 Materials Templated by Complexes Consisting of Comblike Polyethyleneimine and Tartaric Acid

Chiral SiO2 and Ag@SiO2 Materials Templated by Complexes Consisting of Comblike Polyethyleneimine and Tartaric Acid

Rates and Stoichiometries of Metal Ion Probes of Cysteine Residues within Ion Channels

Photoelectrochemistry of Free‐Base‐Porphyrin‐Functionalized Zinc Oxide Nanoparticles and Their Applications in Biosensing

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Product

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Chiral SiO₂ and Ag@SiO₂ Materials Templated by Complexes Consisting of Comblike Polyethyleneimine and Tartaric Acid

Chiral SiO₂ and Ag@SiO₂ Materials Templated by Complexes Consisting of Comblike Polyethyleneimine and Tartaric Acid