Porphyrin Assembly on β-Cyclodextrin for Selective Sensing and Detection of a Zinc Ion Based on the Dual Emission Fluorescence Ratio

Yang, Ronghua; Li, Kèan; Wang, Kemin; Zhao, Feiyang; Li, Na; Liu, Feng

doi:10.1021/ac020467n

Cited by 178 publications

(61 citation statements)

References 80 publications

(135 reference statements)

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“…The results are shown in Figure 5. The corresponding association constant (K) is given by; Upon derivation as described elsewhere 39,40 we obtained the following:…”

Section: Photodegradation the Results Presented Inmentioning

confidence: 99%

Spiropyran-based reversible, light-modulated sensing with reduced photofatigue

Radu

Byrne

Alhashimy

et al. 2009

Journal of Photochemistry and Photobiology A: Chemistry

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Switchable materials have tremendous potential for application in sensor development that could be applied to many fields. We are focusing on emerging area of wireless sensor networks due to the potential impact of this concept in society. Spiropyran-based sensors are probably the most studied type of photoswitchable sensing devices. They suffer from many issues but photofatigue, insufficient selectivity and lack of sensitivity are probably the most important characteristics that hinder their wider application. Here, we are address these issues and demonstrate that covalent attachment of modified spiropyran into a polymeric film significantly reduces photodegradation. The observed signal loss after 12 th cycle of switching between the spiropyran and merocyanine forms is only about 27% compared to the loss of 57% of the initial signal in an equivalent experiment based on nonimmobilized spiropyran. This has enabled us to demonstrate at least 5 reversible cycles of detection of an ion of interest (in our case H + ) with minimal signal loss. Furthermore, we demonstrate that the sensitivity can be increased by incorporation of additional binding groups in the parent spiropyran molecule. Using molecular modeling to calculate the relevant bond lengths as a measure of interaction between MC and H + , the calculated increase of H-bond strength is approximately an order of magnitude for a derivative containing a methoxy group incorporated in the o-position of the parent spiropyran in comparison to the equivalent unsubstituted phenol. This theoretical result was found to correspond very well with experimental observation. As a result, we have increased the sensitivity to H + by approximately one order of magnitude.3

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“…The results are shown in Figure 5. The corresponding association constant (K) is given by; Upon derivation as described elsewhere 39,40 we obtained the following:…”

Section: Photodegradation the Results Presented Inmentioning

confidence: 99%

Spiropyran-based reversible, light-modulated sensing with reduced photofatigue

Radu

Byrne

Alhashimy

et al. 2009

Journal of Photochemistry and Photobiology A: Chemistry

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“…They have been extensively studied due to their biological importance as well as analytical applications [10]. Particular attention has been given to porphyrins as highly sensitive chromogenic reagents for spectrophotometric determination of several metal ions [11].…”

Section: Introductionmentioning

confidence: 99%

An optical sensor for mercury ion based on the fluorescence quenching of tetra(p-dimethylaminophenyl)porphyrin

Yang

Jiang

Shen

et al. 2009

Analytica Chimica Acta

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a b s t r a c tAn optical sensor for mercury ion (Hg 2+ ), based on quenching the fluorescence of the sensing reagent porphyrin immobilized in plasticized poly(vinyl chloride) (PVC) membrane, has been developed. The responses to mercury ion were compared for the sensors modified with three porphyrin compounds including 5,10,15,20-tetraphenylporphyrin (TPP), tetra(p-dimethylaminophenyl)porphyrin (TDMAPP) and tetra(N-phenylpyrazole) porphyrin (TPPP). Among them, TDMAPP showed the most remarkable response to Hg 2+ . The drastic decrease of the TDMAPP fluorescence intensity was attributed to the formation of a complex between TDMAPP and Hg 2+ , which has been utilized as the fabrication basis of a Hg 2+ -sensitive fluorescence sensor. The analytical performance characteristics of the TDMAPP modified sensor was investigated. The response mechanism, especially involving the response difference of three porphyrin compounds, was discussed in detail. The sensor can be applied to the quantification of Hg 2+ with a linear range covering from 4.0 × 10 −8 mol L −1 to 4.0 × 10 −6 mol L −1 . The limit of detection was 8.0 × 10 −9 mol L −1 . The sensor exhibited excellent reproducibility, reversibility and selectivity. Also, the TDMAPP-based sensor was successfully used for the determination of Hg 2+ in environmental water samples.

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“…Since H-aggregate is considered to increase the planarity of the porphyrin plane due to the π-π stacking of the porphyrin moiety, larger content of H-aggregate may provide a higher intensity ratio of the fluorescence at 601 and 648 nm. In contrast, this ratio decreases in the aggregates formed from G 2 ZnPor in n-hexane, because the J-aggregations could not increase porphyrin planarity [7].…”

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confidence: 90%