Substituent Effects upon the Catalytic Activity of Aromatic Cyclic Seleninate Esters and Spirodioxyselenuranes That Act as Glutathione Peroxidase Mimetics

2008 ◽  
Vol 73 (11) ◽  
pp. 4252-4255 ◽  
Author(s):  
David J. Press ◽  
Eric A. Mercier ◽  
Dušan Kuzma ◽  
Thomas G. Back
Keyword(s):  
Catalytic Activity ◽  
Glutathione Peroxidase ◽  
Substituent Effects

A smart artificial glutathione peroxidase with temperature responsive activity constructed by host–guest interaction and self-assembly

RSC Advances ◽  
2014 ◽  
Vol 4 (48) ◽  
pp. 25040-25050 ◽  
Author(s):  
Yanzhen Yin ◽  
Shufei Jiao ◽  
Chao Lang ◽  
Junqiu Liu
Keyword(s):  
Catalytic Activity ◽  
Glutathione Peroxidase ◽  
Significant Role ◽  
Self Assembly ◽  
The Self ◽  
Catalytic Behavior ◽  
Temperature Responsive ◽  
Blending Process ◽  
Self Assembled

A smart supramolecular artificial glutathione peroxidase (GPx) with tunable catalytic activity was prepared based on host–guest interaction and a blending process. The change of the self-assembled structure of SGPxmax during the temperature responsive process played a significant role in altering the temperature responsive catalytic behavior.

Facile Construction of Microgel based Biomimetic Glutathione Peroxidase with Temperature Responsive Catalytic Activity

2019 ◽  
Vol 4 (41) ◽  
pp. 12143-12150
Author(s):  
Shufei Jiao ◽  
Xingtang Liang ◽  
Ruirui Zhang ◽  
Shuming Zhong ◽  
Yunying Zheng ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Glutathione Peroxidase ◽  
Temperature Responsive

scholarly journals The role of methoxy substituents in regulating the activity of selenides that serve as spirodioxyselenurane precursors and glutathione peroxidase mimetics

2016 ◽  
Vol 94 (4) ◽  
pp. 305-311 ◽  
Author(s):  
David J. Press ◽  
Thomas G. Back
Keyword(s):  
Hydrogen Peroxide ◽  
Catalytic Activity ◽  
Glutathione Peroxidase ◽  
Methoxy Group ◽  
Steric Effects ◽  
Disulfide Formation ◽  
Excess Hydrogen ◽  
Meta Position ◽  
Methoxy Groups

A series of o-(hydroxymethyl)phenyl selenides containing single or multiple methoxy substituents was synthesized, and the rate at which each compound catalyzed the oxidation of benzyl thiol to its disulfide with excess hydrogen peroxide was measured. This assay provided the means for comparing the relative abilities of the selenides to mimic the antioxidant selenoenzyme glutathione peroxidase. The mechanism for catalytic activity involves oxidation of the selenides to their corresponding selenoxides with hydrogen peroxide, cyclization to spirodioxyselenuranes, followed by reduction with two equivalents of thiol to regenerate the original selenide with concomitant disulfide formation. A single p-methoxy group on each aryl moiety afforded the highest catalytic activity, while methoxy groups in the meta position had little effect compared to the unsubstituted selenide, and o-methoxy groups suppressed activity. The installation of multiple methoxy groups on each aryl moiety provided no improvement. These results can be rationalized on the basis of dominating mesomeric and steric effects of the p- and o-substituents, respectively.

Substituent Effects on the Catalytic Activity of Bipyrrolidine-Based Iron Complexes

2013 ◽  
Vol 78 (22) ◽  
pp. 11508-11512 ◽  
Author(s):  
Giorgio Olivo ◽  
Osvaldo Lanzalunga ◽  
Luigi Mandolini ◽  
Stefano Di Stefano
Keyword(s):  
Catalytic Activity ◽  
Substituent Effects ◽  
Iron Complexes

Investigation of Solvent-Dependent Catalytic Behavior of a Hydrophobic Guest Artificial Glutathione Peroxidase

2014 ◽  
Vol 940 ◽  
pp. 20-23
Author(s):  
Yan Zhen Yin ◽  
Shu Fei Jiao ◽  
Xiong Gan ◽  
Zhong Feng Shi ◽  
Xiao Xi Hu ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Glutathione Peroxidase ◽  
Aprotic Solvent ◽  
Protic Solvent ◽  
Catalytic Behavior ◽  
Polar Aprotic Solvent ◽  
Catalytic Rate

The investigation of the catalytic behavior of a hydrophobic guest artificial glutathione peroxidase (GPx) (ADA-Te-ADA) was carried out employing H2O2 and 3-carboxyl-4-nitrobenzenethiolas (TNB) as substrates. The relation between the catalytic rate of ADA-Te-ADA and the property of solvent used in the determination of catalytic activity was revealed. Typically, the co-solvents including ethanol, DMSO, DMF and CH3CN were employed in the determination of catalytic rates. It indicated that ADA-Te-ADA exhibited the typical solvent-dependent catalytic behavior. Especially, the higher catalytic rate was observed when polar protic solvent (ethanol) was used compared with other co-solvents. It suggested that polar protic solvent was the appropriate co-solvent for the assay of catalytic activity of hydrophobic artificial GPx. Additionally, the strong polarity of polar aprotic solvent plays an important role in the enhancement of GPx catalytic activity. This study bodes well for the understanding of the catalytic behavior of hydrophobic guest artificial GPx.

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