Fine-tuning of ferrocene redox potentials towards multiplex DNA detection

Marsh, Barrie J.; Hampton, Lauren H.; Goggins, Sean; Frost, Christopher G.

doi:10.1039/c4nj01050g

Cited by 22 publications

(18 citation statements)

References 18 publications

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“…It is clear that as the hydroxyalkyl linker length increases, the E 1/2 value becomes more negative, which indicates the progressive stabilisation of the ferrocenium ion. This is consistent with the longer alkyl linker stabilising the ferrocenium cation through increased positive inductive effects, as found previously for related compounds …”

Section: Resultssupporting

confidence: 92%

Organometallic Nucleoside Analogues: Effect of Hydroxyalkyl Linker Length on Cancer Cell Line Toxicity

et al. 2016

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Abstract:A new series of chiral ferrocene derivatives containing both a hydroxyalkyl group and a thyminyl group on one cyclopentadienyl ring have been synthesised to probe structure-activity relationships in cancer cell line cytotoxicities. The stereoisomers of enantiomeric pairs of these so-called ferronucleosides have been studied and characterised by a combination of chiral analytical HPLC and single-crystal X-ray diffraction.

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Section: Resultssupporting

confidence: 92%

Organometallic Nucleoside Analogues: Effect of Hydroxyalkyl Linker Length on Cancer Cell Line Toxicity

et al. 2016

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“…Despite improved solubility in the aqueous medium, probe 1 was taken forward over probe 2 for further optimisation due to its increased reactivity and the greater ΔE ox observed between substrate and product, which is likely caused by its increased hydrophobicity. 34…”

Section: Resultsmentioning

confidence: 99%

Ratiometric electrochemical detection of hydrogen peroxide and glucose

et al. 2017

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Hydrogen peroxide (HO) detection is of high importance as it is a versatile (bio)marker whose detection can indicate the presence of explosives, enzyme activity and cell signalling pathways. Herein, we demonstrate the rapid and accurate ratiometric electrochemical detection of HO using disposable screen-printed electrodes through a reaction-based indicator assay. Ferrocene derivatives equipped with self-immolative linkers and boronic acid ester moieties were synthesised and tested, and, through a thorough assay optimisation, the optimum probe showed good stability, sensitivity and selectivity towards HO. The optimised conditions were then applied to the indirect detection of glucose via an enzymatic assay, capable of distinguishing 10 μM from the background within minutes.

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“…To alleviate this problem, probe 7 was simply synthesised without this linker. Probe 7 exhibited a lower oxidation potential to that of benzyl-linker containing probe 5 due to its higher hydrophilicity; a known effect to cause significant changes in oxidation potential (53). However, the difference in oxidation potential was still >200 mV and as a duplex study displayed two clear distinct peaks ( Figure 2), ratiometric detection was still feasible.…”

Section: Ratiometric Electrochemical Detection Of Palladiummentioning

confidence: 99%

Ratiometric electrochemical detection of Pd•••π interactions: application towards electrochemical molecular logic gates

Goggins

Stark

Naz³

et al. 2017

Supramolecular Chemistry

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The widespread and large scale use of platinum group metals, especially palladium, in a wide variety of industrial applications has seen their levels in wastewater streams, roadside dust and even pharmaceuticals significantly rise over recent years. Due to the possible environmental damage and potential health risk this may cause, there is now substantial demand for inexpensive, efficient and robust methods for the detection of palladium. Based upon self-immolative linker technologies, we have designed and synthesised a number of allyl ether-functionalised electrochemical probes to determine the optimum probe structure required to deliver a ratiometric electrochemical detection method capable of achieving a limit of detection of <1mg/mL within 20 minutes through the use of disposable screen-printed carbon electrodes. Combined with an enzymatic assay, this method was then used to achieve a proof-of-principle ratiometric electrochemical molecular logic gate.

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Fine-tuning of ferrocene redox potentials towards multiplex DNA detection

Abstract: Rational tuning of ferrocene redox potential is achieved by modulation of the hydrophobicity and correlated to c log P.

Cited by 22 publications

References 18 publications

Organometallic Nucleoside Analogues: Effect of Hydroxyalkyl Linker Length on Cancer Cell Line Toxicity

Organometallic Nucleoside Analogues: Effect of Hydroxyalkyl Linker Length on Cancer Cell Line Toxicity

Ratiometric electrochemical detection of hydrogen peroxide and glucose

Ratiometric electrochemical detection of Pd•••π interactions: application towards electrochemical molecular logic gates

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