Electron Transfer via Helical Oligopeptide to Laccase Including Chiral Schiff Base Copper Mediators

Kashiwagi, Kumpei; Tassinari, Francesco; Haraguchi, Takeshi; Banerjee-Gosh, Koyel; Akitsu, Takashiro; Naaman, Ron

doi:10.3390/sym12050808

Cited by 10 publications

(10 citation statements)

References 41 publications

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“…An absorption band corresponding to the ν (-COO) vibration was also observed in the range from 1382 to 1392 cm −1 . The assignment was similar to the analogous compounds [6]. Compared with the simulated IR spectra from DFT calculations, ν (-C=N) vibrations are observed especially in the range of 1656 to 1669 cm −1 , which corresponds to the experimental results.…”

Section: Resultssupporting

confidence: 75%

“…CuAT-Imi: Azobenzene-salicylaldehyde [6] (226 mg, 1.00 mmol) and L-threonine (119 mg, 1.00 mmol) were dissolved in methanol (100 mL) and stirred at 313 K for 1.5 hr to give a red solution. Copper(II) acetate-hydrate (199 mg, 1.00 mmol) was added and stirred for 1 hr, and imidazole (68 mg, 1.0 mmol) was added and stirred for another hour to give a dark green solution.…”

Section: Preparations Of Complexesmentioning

confidence: 99%

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Coordination and Photoisomerization of Azobenzene-Amino Acid Schiff Base Copper(II) Complexes to Lysozyme

Kuroda¹,

Miyazaki²,

Shimonishi³

et al. 2023

MSCE

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In this study, we exhibited an amino acid (arginine and threonine) derivative Schiff base copper(II) complexes incorporating an azobenzene moiety as a photoresponsive site and conjugated it to egg white lysozyme, a well-known protein, to change ligand conformation under binding to lysozyme. Among several spectroscopic investigations, ESR clearly showed that the nitrogen atom of the amino acid residue of lysozyme was bound to the paramagnetic copper(II) ion of the complex, and UV light irradiation confirmed photoisomerization of the azobenzene moiety of the ligand to cis-form. The binding mode was considered by means of spectroscopic as well as computational methods, whereas complete crystallographic verification was still a preliminary stage.

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Section: Resultssupporting

confidence: 75%

Section: Preparations Of Complexesmentioning

confidence: 99%

Coordination and Photoisomerization of Azobenzene-Amino Acid Schiff Base Copper(II) Complexes to Lysozyme

Kuroda¹,

Miyazaki²,

Shimonishi³

et al. 2023

MSCE

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“…Experiments find that both redox proteins, as well as other proteins, display spin-polarized electron transport; including photosystem I, cytochromes, azurin, and multiheme electron transfer conduits, among others. ,,,− These observations are consistent with electron transfer via peptidic pathways in proteins. Beyond these pioneering demonstrations, systematic studies have examined the temperature dependence of spin filtering, the importance of homochirality in electron transfer, and the role of CISS in allostery.…”

Section: Materials and Molecules Exhibiting Cissmentioning

confidence: 75%

“…DNA (see refs , , , , , − , , − ) and α-helical oligopeptides (see refs , , − , , , , , , − , , , , , , , , , − ) have been widely used to explore the CISS effect and its connection with molecular properties. Having been investigated by spin-dependent photoemission, transport, electrochemical, and spin-dependent polarization experiments, they comprise testbed systems for comparisons between methods.…”

Section: Materials and Molecules Exhibiting Cissmentioning

confidence: 99%

Chiral Induced Spin Selectivity

Bloom,

Paltiel,

Naaman

et al. 2024

Chem. Rev.

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Since the initial landmark study on the chiral induced spin selectivity (CISS) effect in 1999, considerable experimental and theoretical efforts have been made to understand the physical underpinnings and mechanistic features of this interesting phenomenon. As first formulated, the CISS effect refers to the innate ability of chiral materials to act as spin filters for electron transport; however, more recent experiments demonstrate that displacement currents arising from charge polarization of chiral molecules lead to spin polarization without the need for net charge flow. With its identification of a fundamental connection between chiral symmetry and electron spin in molecules and materials, CISS promises profound and ubiquitous implications for existing technologies and new approaches to answering age old questions, such as the homochiral nature of life. This review begins with a discussion of the different methods for measuring CISS and then provides a comprehensive overview of molecules and materials known to exhibit CISS-based phenomena before proceeding to identify structure−property relations and to delineate the leading theoretical models for the CISS effect. Next, it identifies some implications of CISS in physics, chemistry, and biology. The discussion ends with a critical assessment of the CISS field and some comments on its future outlook.

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“…Chemicals of the highest commercial grade available (solvents from Kanto Chemical, Tokyo, Japan, organic compounds from Tokyo Chemical Industry, Tokyo, Japan, and metal sources from Wako-Fujifilm, Osaka, Japan) were used as received without further purification. Azobenzene salicylaldehyde was prepared according to methods detailed in the literature [22].…”

Section: General Proceduresmentioning

confidence: 99%

Verification of the Inverse Scale Effect Hypothesis on Viscosity and Diffusion by Azo-Amino Acid Schiff Base Copper Complexes

Wadayama,

Kaneda,

Imae

et al. 2024

J. Compos. Sci.

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Microdroplets generated in microfluidic devices are attracting attention as a new chemical reaction field and are expected to improve reactivity. One of the effects of microscaling is that the ratio of the force that acts on the diffusion and movement of substances to gravity is different from that of ordinary solvents. Recently, we proposed a hypothesis for determining reaction acceleration through micro-miniaturization: If a reaction is inhibited by setting the volume and viscosity of the solution to conditions that are unfavorable to the reaction on a normal scale, that reaction can be promoted in microfluidics. Therefore, for the purpose of this verification, (1) we used an amino acid Schiff base copper(II) complex with an azobenzene group to demonstrate the polarization-induced orientation in a polymer film (the redirection that is mechanically maintained in a soft matter matrix). Numerical data on optical anisotropy parameters were reported. (2) When the reaction is confirmed to be promoted in laminar flow in a microfluidic device and its azo derivative, a copper(II) complex is used to increase the solvent viscosity or diffusion during synthesis on a normally large scale. We will obtain and discuss data on the investigation of changing the solvent volume as a region. The range of experimental conditions for volume and viscosity did not lead to an improvement in synthetic yield, nor did (3) the comparison of solvents and viscosity for single-crystal growth of amino acid Schiff base copper(II) complexes having azobenzene groups. A solvent whose viscosity was measured was used, but microcrystals were obtained using the diffusion method.

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Electron Transfer via Helical Oligopeptide to Laccase Including Chiral Schiff Base Copper Mediators

Cited by 10 publications

References 41 publications

Coordination and Photoisomerization of Azobenzene-Amino Acid Schiff Base Copper(II) Complexes to Lysozyme

Coordination and Photoisomerization of Azobenzene-Amino Acid Schiff Base Copper(II) Complexes to Lysozyme

Chiral Induced Spin Selectivity

Verification of the Inverse Scale Effect Hypothesis on Viscosity and Diffusion by Azo-Amino Acid Schiff Base Copper Complexes

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