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To study the direct electron transfer (DET) of the multicofactor enzyme cellobiose dehydrogenase (CDH) in regard to its orientation on an electrode surface, a recently published, maleimide-based immobilization method was used in combination with site-directed mutagenesis to establish different orientations on an electrode surface. CDH from Myriococcum thermophilum was chosen for this study because its protein structure is resolved and the factors influencing the movement of its mobile cytochrome domain (CYT) are established. Seven CDH variants with a surface-exposed cysteine residue in different spatial positions were generated for site-specific maleimide coupling. Surface plasmon resonance and cyclic voltammetry showed that all CDH variants, but not the wild-type CDH, bound covalently to gold electrodes or glassy carbon electrodes and were catalytically active. For DET, the CYT domain needs to move from the closed-state conformation, where it obtains an electron from the catalytic flavin adenine dinucleotide (FAD) cofactor to the open state where it can donate an electron to the electrode. We therefore hypothesized that the mobility of the CYT domain and its distance to the electrode is central for DET. We found that the uniform spatial orientations of CDH influenced DET as follows: An orientation of the two-domain enzyme on the side, with CYT in proximity to the electrode, resulted in high DET currents. Orientations with a bigger distance between CYT and the electrode, or orientations where CYT could not swing back to the dehydrogenase domain to form the closed enzyme conformation, reduced DET. In the latter case, calcium ions that stabilize the closed conformation of CDH fully recovered DET. The study demonstrates that a mobile CYT domain can compensate unfavorable orientations of the catalytic domain to a great extent and allows CDH as a multicofactor enzyme to transfer electrons even in awkward orientations. The mobile CYT domain reduces the anisotropy of DET, which is also essential for CDH’s physiological function as an extracellular, electron-transferring enzyme.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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This work describes the preparation of nanocrystalline-graphite inlaid ring ultramicroelectrodes (UMEs) with inner diameters larger than 0.3 mum and thicknesses as low as a few nanometers. The geometric parameters of these UMEs were determined by a combination of optical microscopy and cyclic voltammetry data. These UMEs permit to establish mass-transport rates as large as those obtained on nanometer-sized hemispherical UMEs. They have very low electrochemical activity in acid and can function very well as catalyst supports for kinetic studies of fuel cell reactions such as the hydrogen oxidation reaction (hor). In order to demonstrate the outstanding utility of these electrodes, compact Pt films were electrodeposited on graphite ring UMEs and used to carry out a kinetic study of the hor in acid medium.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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The use of Al(OTf)3 as a new efficient catalyst for the direct nucleophilic substitution of the hydroxy group of ferrocenyl alcohols is described. This catalyst, originally developed for the mono-substitution of ethylene glycol nucleophiles of different length has shown a high activity with other carbon-, nitrogen-, and sulfur-based nucleophiles. In all the studied cases, no more than 1 mol % of catalyst was needed to allow fast and clean reactions.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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The synthesis and characterisation of a series of ferrocenylaminoalcohols is reported. 1,2-Aminoalcohol compounds were prepared from the respective ferrocene aldehydes via reaction with trimethylsilylcyanide followed by reduction with LiAlH4. This series includes the ferrocene derivative 1,1?-dimethyl-3-(2-amino-1-hydroxyethyl)ferrocene 1, which is used as a redox mediator to glucose oxidase in a commercial biosensor for determining blood glucose levels in diabetics. The aminoalcohol derivatives are included in a structure-activity study involving the electrochemical determination of the mediation rates of a range of systematically substituted ferrocenes with glucose oxidase. These mediation rates are correlated with structure.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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A has cytotoxicity to tumor targeting effects of ferrocene base Uygur formic acid/paclitaxel nano particle and its in the preparation of medicament for treating tumor application, belongs to the technical field of medicament. The invention preparation of nano particle retains the tretinoin inhibiting tumor stem cell proliferation, inducing activity, taxol can be carried at the same time the role of anti-personnel tumor stem cell outside of the common tumor cells; and the nano-particles to a tumor cell in a high concentration of reduced glutathione sensitive, into tumor cells can be rapidly cleavage after the release of the paclitaxel, exposed tretinoin functional group, their role; in the normal cell because less reductive glutathione content, will not be released or very few release, to reduce the toxic effect of the normal cells. At the same time, the nano-particle portable and transfer Micro – RNA into a cell to play a relevant role in, thus can be used for preparing medicaments for treating tumors. (by machine translation)

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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A series of enantioenriched ferrocenyl monophosphines imbued with both central and planar chirality were obtained catalytically (80?99% ee) via the kinetic resolution of 1,2-disubstituted planar chiral ferrocenyl enone racemates. The synthetic approach utilized a chiral palladacycle to facilitate the asymmetric hydrophosphination (AHP) as a means to achieve high stereoselectivity. The enantioenriched ferrocenylphosphine products could be protected and further recrystallized to obtain ees up to 99%. The modularity of the phosphine framework obtained was demonstrated via derivatization of its functional handles via a simple nucleophilic substitution to yield optically pure bisphosphines.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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Reaction of ferrocenecarbothioamide and N-(ethoxycarbonyl)ferrocenecarbothioamide with alkyl (mainly benzyl) halides in the presence of K2CO3 has been studied. The former compound yielded cyanoferrocene in high yield whereas the latter was transformed into the corresponding thioimidates as a result of S-alkylation and deprotonation. The molecular structure of S-p-nitrobenzyl-N-(ethoxycarbonyl)-ferrocenethioimidate was determined by single-crystal X-ray analysis and revealed the E configuration. The plausible reaction mechanism is discussed.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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The present invention discloses a synthetic alpha- the alkyl is fragrant acetamide method. In the reaction container, adding fragrant second grade nitrile, the compound is mellow, a transition metal catalyst complex of metal, alkali, and an organic solvent to the metallisation; or the microwave reactor the reaction mixture under stirring with magnetic force, 130 C after the reaction, cooling to room temperature, then through the column separation, to obtain a target compound. From nitrile and mellow of the present invention as a starting material, in the transition metal catalyst, with the participation of the metallisation and alkali, direct synthesis of alpha-alkyl benzene acetamide, reaction exhibit three significant advantages: 1) the use of commercial or easily prepared nitrile and almost non-toxic alcohol as the starting material; 2) reaction atom economy is high; therefore, the reaction in accordance with the requirement of green chemistry, has broad prospects of development. (by machine translation)

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Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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Readily available alpha-amino aldehydes, incorporating a methylthiomethyl (MTM) protecting group on nitrogen, are shown to be efficient substrates in Rh-catalyzed alkyne hydroacylation reactions. The reactions are performed under mild conditions, employing a small-bite-angle bis-phosphine ligand, allowing for good functional group tolerance with high stereospecificity. Amino aldehydes derived from glycine, alanine, valine, leucine, phenylalanine, isoleucine, serine, tryptophan, methionine, and cysteine were successfully employed, as was an enantiomerically enriched alpha-OMTM-aldehyde derived from phenyllactic acid. The synthetic utility of the alpha-amino enone products is demonstrated in a short enantioselective synthesis of the natural product sphingosine.

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Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

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Reaction of ferrocenylmethanol, FcCH2OH, with beta-cyano-N,N-diisopropyl chlorophosphoramidite in dichloromethane yields the ferrocenylmethylphosphonate derivative, FcCH2P(O)(N(iPr)2)(OCH2CH2CN), 2a. The crystal and molecular structure of 2a is presented. 31P NMR data suggest that this is formed from FcCH2OP(N(iPr)2)(OCH2CH2CN) via a Michaelis-Arbusov-type rearrangement. Similar behaviour was also observed for 1,2-phenylene chlorophosphite and diethyl chlorophosphite.

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Reference：
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion