Thermodynamics and kinetics of adsorption and electrocatalysis of NADH oxidation with a self-assembling quinone derivative

Lorenzo, Encarnación; Sánchez, Laura M.; Pariente, F.; Tirado, J.; Abruña, Héctor D.

doi:10.1016/0003-2670(95)00060-d

Cited by 59 publications

(24 citation statements)

References 18 publications

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“…The two-electron reduction of O 2 to H 2 O 2 is catalyzed by attached cobalt porphyrins, 199,200 while the four-electron reduction to water is catalyzed by an attached tetrone (diquinone), albeit at potentials well negative of the thermodynamic potential. 201 NADH oxidation is catalyzed by attached catechols, 202,203 NO reduction is catalyzed by Cr terpyridine 2 3C , 204 H 2 O 2 reduction is catalyzed by iron porphyrin or heme protein, 166,167 and both ascorbate and hydrazine oxidation are catalyzed by immobilized ferricyanide (possibly as a Prussian blue-like complex). 205 Likewise, enzymes have been immobilized on SAMs and their catalytic reaction driven by electrocatalysis.…”

Section: Electrocatalysismentioning

confidence: 99%

Self‐Assembled Monolayers on Electrodes

Finklea

2000

Encyclopedia of Analytical Chemistry

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Alkanethiols and related molecules spontaneously adsorb from solution or vapor phase onto oxide‐free metals, especially gold, to form close‐packed oriented monolayers. The ease and flexibility of the self‐assembly process provides a convenient method for altering the properties of the metal as an electrode. The close‐packed hydrocarbon layer blocks access of most solution species to the electrode surface. Consequently, interfacial capacitances are markedly reduced and most electron‐transfer reactions are strongly inhibited. The monolayers also provide a foundation for attachment of additional molecules or molecular layers to electrodes. Self‐assembled monolayers (SAMs) on electrodes have been used in voltammetric methods to improve the analytical sensitivity and to impart greater selectivity towards specific analytes. Redox molecules have been anchored at fixed and controllable distances from the electrode surface, thereby permitting the study of electron‐transfer kinetics over long distances and at large driving forces. The ability of SAMs to inhibit metal corrosion and to promote better adhesion of electroactive polymers has been demonstrated.

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Section: Electrocatalysismentioning

confidence: 99%

Self‐Assembled Monolayers on Electrodes

Finklea

2000

Encyclopedia of Analytical Chemistry

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“…Redox mediators used are ferrocene and its derivatives [12], organic dyes (e.g., phenazines, phenothiazines or phenoxazines) [13], quinones [14][15][16] and (Ru, Os, Re) transition metal complexes [17][18][19]. Shortcomings associated with the use of these mediators are still present even though the overvoltage for the electroxidation of NADH is significantly reduced.…”

Section: Introductionmentioning

confidence: 99%

Cobalt Polypyridyl Complexes as Redox Mediators for Lipoamide Dehydrogenase

Colón

Guadalupe

1998

Electroanalysis

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A series of cobalt polypyridyl complexes were synthesized and characterized by cyclic voltammetry in aqueous and acetonitrile solutions. Their mediation ability toward FADH 2 oxidation in a monoenzyme (lipoamide dehydrogenase) and a bienzyme (lipoamide dehydrogenase coupled to lactate dehydrogenase) system was studied. Of all the complexes tested, only the [Co(tpy) 2 ](PF 6 ) 2 , [Co(NH 2 -phen) 3 ](PF 6 ) 2 and [Co(CH 3 -phen) 3 ](PF 6 ) 2 showed a current enhancement indicative of an EC cat mechanism in the presence of lipoamide dehydrogenase and NADH. No cross reactivity was observed for these complexes in the presence of lactate dehydrogenase/ NAD þ and lactate. The results also suggest that factors such as hydrophobic interactions, steric hindrance, H-bonding and driving force are important when designing a redox mediator for a biosensor. Protein and/or cofactor adsorption fouled the electrode surface lowering the current response. A self-contained bienzymatic biosensor exhibited a linear response (peak current versus log [lactate]) for lactate concentrations between 5 M to 5 mM with a lowest detectable lactate concentration of 4.76 M.

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“…After the addition of PEI to the GC paste, an increased surface coverage could be obtained, resulting in improved kinetic parameters. Imines derived from 3,4-dihydroxybenzaldehyde and 4-aminopyridine have been adsorbed onto platinum electrodes through the pyridine nitrogen and used for electrocatalytic oxidation of NADH (Lorenzo et al 1995).…”

Section: )mentioning

confidence: 99%

Immobilized redox mediators for electrochemical NAD(P)+ regeneration

Kochius

Magnusson

Hollmann

et al. 2012

Appl Microbiol Biotechnol

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The applicability of dissolved redox mediators for NAD(P) + regeneration has been demonstrated several times. Nevertheless, the use of mediators in solutions for sensor applications is not a very convenient strategy since the analysis is not reagentless and long stabilization times occur. The most important drawbacks of dissolved mediators in biocatalytic applications are interferences during product purification, limited reusability of the mediators, and their cost-intensive elimination from wastewater. Therefore, the use of immobilized mediators has both economic and ecological advantages. This work critically reviews the current stateof-art of immobilized redox mediators for electrochemical NAD(P) + regeneration. Various surface modification techniques, such as adsorption polymerization and covalent linkage, as well as the corresponding NAD(P) + regeneration rates and the operational stability of the immobilized mediator films, will be discussed. By comparison with other existing regeneration systems, the technical potential and future perspectives of biocatalytic redox reactions based on electrochemically fed immobilized mediators will be assessed.

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Thermodynamics and kinetics of adsorption and electrocatalysis of NADH oxidation with a self-assembling quinone derivative

Cited by 59 publications

References 18 publications

Self‐Assembled Monolayers on Electrodes

Self‐Assembled Monolayers on Electrodes

Cobalt Polypyridyl Complexes as Redox Mediators for Lipoamide Dehydrogenase

Immobilized redox mediators for electrochemical NAD(P)+ regeneration

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