Über Reduktionsprodukte des Nicotinsäure‐amid‐jodmethylats

Karrer, P.; Schwarzenbach, G.; Benz, Frederick W.; Solmssen, U.

doi:10.1002/hlca.193601901112

Cited by 154 publications

(16 citation statements)

References 11 publications

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“…10,39,40 Recently, it has been shown that such rhodium complexes can also be incorporated in light-driven redox systems based on different types of sensitizers. 9,41−43 Here, we are employing this type of redox mediator to enable a photocatalytic reduction of the nucleotide co-factor model compound BNAD + , 44 which was added to the system as chloride salt in buffered aqueous solution.…”

Section: Resultsmentioning

confidence: 99%

Photocatalytic Reduction of Artificial and Natural Nucleotide Co-factors with a Chlorophyll-Like Tin-Dihydroporphyrin Sensitizer

et al. 2013

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An efficient photocatalytic two-electron reduction and protonation of nicotine amide adenine dinucleotide (NAD+), as well as the synthetic nucleotide co-factor analogue N-benzyl-3-carbamoyl-pyridinium (BNAD+), powered by photons in the long-wavelength region of visible light (λirr > 610 nm), is demonstrated for the first time. This functional artificial photosynthetic counterpart of the complete energy-trapping and solar-to-fuel conversion primary processes occurring in natural photosystem I (PS I) is achieved with a robust water-soluble tin(IV) complex of meso-tetrakis(N-methylpyridinium)-chlorin acting as the light-harvesting sensitizer (threshold wavelength of λthr = 660 nm). In buffered aqueous solution, this chlorophyll-like compound photocatalytically recycles a rhodium hydride complex of the type [Cp*Rh(bpy)H]+, which is able to mediate regioselective hydride transfer processes. Different one- and two-electron donors are tested for the reductive quenching of the irradiated tin complex to initiate the secondary dark reactions leading to nucleotide co-factor reduction. Very promising conversion efficiencies, quantum yields, and excellent photosensitizer stabilities are observed. As an example of a catalytic dark reaction utilizing the reduction equivalents of accumulated NADH, an enzymatic process for the selective transformation of aldehydes with alcohol dehydrogenase (ADH) coupled to the primary photoreactions of the system is also demonstrated. A tentative reaction mechanism for the transfer of two electrons and one proton from the reductively quenched tin chlorin sensitizer to the rhodium co-catalyst, acting as a reversible hydride carrier, is proposed.

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Section: Resultsmentioning

confidence: 99%

Photocatalytic Reduction of Artificial and Natural Nucleotide Co-factors with a Chlorophyll-Like Tin-Dihydroporphyrin Sensitizer

et al. 2013

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“…Six times recrystallized hen egg-while lysozyme (EC.3.2.1.17) was obtained from Seikagaku Kogyo Co.. MPC1, EPC1, MNC1 and MNMC1 were prepared according to the following scheme [14,15].…”

Section: Methodsmentioning

confidence: 99%

Charge-transfer interaction of some pyridinium salts with hen egg-white lysozyme

Nakano

Komiyama

Iijima

1987

Colloid & Polymer Sci

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Abstract:The charge-transfer interaction of pyridinium salts with lysozyme and L-tryptophan has been investigated by visible absorption, circular dichroism and fluorescence spectroscopy. Four quaternized and substituted pyridinium salts were used as electron acceptors. L-tryptophan was used as a model compound of electron donor for the purpose of the comparison with lysozyme. The binding constants obtained from absorption and circular dichroism spectra were 2.0-13 M -1 and the sequence of the magnitude was found as EPCl(1-ethylpyridinium chloride) < MPCl(1-methylpyridinium chloride) < MNCl(1-methylnicotinamide chloride) < MNMCl(1-methyl-3-carbomethoxypyridinium chloride), which could be explained by the electron affinity of the pyridinium salt. The fluorescence spectra of lysozyme and L-tryptophan in the absence and presence of pyridinium salts were interpreted by Stern-Volmer plot. The static constants thus determined were in agreement with the binding constants obtained by other methods.

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“…The work of Warburg and Christian, and of Euler, Alhers and Schlenk (1936, 2) showed that both these enzymes are adenine-nicotinamide-dinucleotides, the former co-cnzyme containing three phosphoric acid groups and the latter two. The type of linkage between nicotinamide and the rest of the molecule in the nucleotides was established by Karrer, Schwarzenbach, Benz and Solmssen (1936). The two nucleoticles may be written as follows: Kohn and Elvehjem (1936) prepared a liver concentrate which cured chick dermatitis and dog blacktongue, and Elvehjcm and his colleagues (Elvehjcm, Madden, Strong andWoolley, 1937, 1938; Elvehjem, Woolley, Strong a i d Madden, 1938) later isolated nicotinamide from such a concentrate and showed the activity of nicotinic acid in curing blacktongue.…”

Section: H'icotinic Acidmentioning

confidence: 99%

Role of Members of the Vitamin B Complex in Enzyme Systems

Quastel

1946

Proc. Nutr. Soc.

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Über Reduktionsprodukte des Nicotinsäure‐amid‐jodmethylats

Cited by 154 publications

References 11 publications

Photocatalytic Reduction of Artificial and Natural Nucleotide Co-factors with a Chlorophyll-Like Tin-Dihydroporphyrin Sensitizer

Photocatalytic Reduction of Artificial and Natural Nucleotide Co-factors with a Chlorophyll-Like Tin-Dihydroporphyrin Sensitizer

Charge-transfer interaction of some pyridinium salts with hen egg-white lysozyme

Role of Members of the Vitamin B Complex in Enzyme Systems

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