Article
Agriculture, Multidisciplinary
Sofia Tachtalidou, Panagiotis Arapitsas, Marie-Jose Penouilh, Franck Denat, Philippe Schmitt-Kopplin, Regis D. Gougeon, Maria Nikolantonaki
Summary: Bisulfite (HSO3-) is the main form of sulfur dioxide in wine under acidic pH, and its reaction with thiols and flavanols has been found to play a key role in wine preservation against oxidation. This study investigated the kinetics and stability of sulfonation reactions of thiols and flavanols under simulated wine aging conditions. The results showed that the presence of iron and oxygen promoted the sulfonation reactions, and the sulfonation derivatives were more prevalent in aged wines. These findings provide new insights for the precise use of sulfur dioxide in winemaking.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Loick Christ, Jeremy Couturier, Nicolas Rouhier
Summary: This study discovered the redox properties of the Arabidopsis thaliana mitochondrial class II GRXS15 protein, showing that it is prone to oxidation and forms reversible oxidation forms. These forms may serve as catalytic intermediates of the oxidoreductase activity or as a protective mechanism, preventing irreversible oxidation and allowing Fe-S cluster binding upon reduction.
Article
Biochemistry & Molecular Biology
Hayato Irokawa, Satoshi Numasaki, Shin Kato, Kenta Iwai, Atsushi Inose-Maruyama, Takumi Ohdate, Gi-Wook Hwang Section, Takashi Toyama, Toshihiko Watanabe, Shusuke Kuge
Summary: Redox regulation of proteins via cysteine residue oxidation plays a critical role in controlling cellular signaling pathways. PKM2 is essential for metabolic shift in cancer cells under oxidative stress. Oxidation of Cys358 and Cys424 may contribute to eliminating excessive ROS and oxidative stress.
BIOCHEMICAL JOURNAL
(2021)
Article
Chemistry, Applied
Asako Narai-Kanayama, Kazuhiro Chiku, Hiroshi Ono, Takamitsu Momoi, Miho Hiwatashi-Kanno, Akiko Kobayashi, Hiroko Matsuda, Mitsuru Yoshida, Tsutomu Nakayama
Summary: Theaflavin, the polyphenol responsible for the orange color and bioactivities of black tea, can undergo autoxidation to change its color to brown under neutral and mild alkaline conditions. The presence of thiol compounds such as cysteine, glutathione, or N-acetyl cysteine can inhibit the browning of theaflavin solution and lead to a decrease in the concentrations of both theaflavin and thiol group over time. LC-MS analysis revealed the formation of novel adducts of thiol compounds. The chemical structures of theaflavin-cysteine and theaflavin-glutathione adducts were determined using NMR, showing the addition of a new cyclic structure to the theaflavin-cysteine adduct.
Article
Biochemistry & Molecular Biology
Natalia Zamorano Cuervo, Nathalie Grandvaux
Summary: Protein disulfide isomerases (PDIs) are enzymes that catalyze redox reactions and have chaperone functions in protein folding. PDIs have catalytic thioredoxin (TRX)-like domains with CXXC motifs for redox reactions, as well as non-catalytic TRX-like domains. Strategies for identifying cysteine oxidative post-translational modifications (Cys ox-PTMs) have been optimized, and analysis of a Cys redoxome dataset suggests the presence of a non-catalytic thiol-disulfide motif in PDIs. Further structural analysis and exploration of other PDIs are needed to understand the role of these motifs.
Article
Chemistry, Multidisciplinary
Carlo Diaferia, Elisabetta Rosa, Nicole Balasco, Teresa Sibillano, Giancarlo Morelli, Cinzia Giannini, Luigi Vitagliano, Antonella Accardo
Summary: Peptide-based hydrogels, particularly FYFCFYF and PEG8-FYFCFYF, have shown the ability to self-assemble into supramolecular nanostructures and undergo gelation, with improved rigidity after cross-linking cysteine residues. The mechanical properties of FYFCFYF are compatible with potential applications in bone tissue regeneration, and the presence of a Cys residue in the peptide sequence allows for derivatization with targeting moieties or biologically relevant molecules.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Chuan Wan, Zhanfeng Hou, Dongyan Yang, Ziyuan Zhou, Hongkun Xu, Yuena Wang, Chuan Dai, Mingchan Liang, Jun Meng, Jiean Chen, Feng Yin, Rui Wang, Zigang Li
Summary: Visible-light-mediated methods for cysteine-selective bioconjugation suffer from bio-incompatible conditions and slow kinetics. Here, we report a transition metal-free thiol-sulfoxonium ylide photo-click reaction that enables bioconjugation under bio-compatible conditions. It demonstrates high cysteine-selectivity and rapid reaction kinetics using riboflavin derivatives as photocatalysts. This method provides efficient tools for exploring the druggable content of the human proteome.
Review
Chemistry, Inorganic & Nuclear
Nobuto Yoshinari, Naoto Kuwamura, Tatsuhiro Kojima, Takumi Konno
Summary: Thiol-containing amino acids have been extensively studied as chelating ligands, forming coordination compounds with various metal elements and exhibiting a capacity to form multinuclear structures. Recent research has demonstrated that the use of metal complexes with thiol-containing amino acids allows for the selective introduction of secondary metal ions, enabling the rational design of multinuclear and metallosupramolecular coordination compounds.
COORDINATION CHEMISTRY REVIEWS
(2023)
Article
Polymer Science
Fang-Yi Lin, Chien-Chi Lin
Summary: The newly developed PEGNBCA material has comparable photo-cross-linking kinetics to traditional PEGNB in hydrogels, and provides an additional conjugation group, but is highly susceptible to hydrolytic degradation.
Article
Polymer Science
Yingjie He, Tao Jiang, Chuang Li, Cong Zhou, Guichun Yang, Junqi Nie, Feiyi Wang, Cuifen Lu, Dan Yin, Xiaofan Yang, Zhenbing Chen
Summary: Tissue engineering provides therapeutic strategies for organ and tissue loss or failure. Hydrogels, as a three-dimensional biomaterial that mimics the extracellular matrix in tissue engineering, have been widely studied and used as cell scaffolds. In this study, POSS-PEG/PEG hydrogels were developed through click reaction between a star-shaped cross-linker and poly(ethylene glycol)-dithiol. The hydrogels showed a large water content, improved mechanical strength, controllable degradation rate, excellent cell compatibility, and porous internal structure, making them promising as cell scaffold materials.
POLYMER DEGRADATION AND STABILITY
(2023)
Article
Electrochemistry
Anim Dutta, Md Mahmudul Hasan, Md Rezwan Miah, Yuki Nagao, Mohammad A. Hasnat
Summary: The study shows that selectively blocking the Au(110) and Au(100) sites on a Polycrystalline Au electrode with thiol group adsorption in an alkaline medium can significantly improve the oxidation performance of hydrogen peroxide, enabling quick detection. By using cysteine molecules as the source of thiol functional groups, a highly sensitive sensor with a wide linear dynamic range has been successfully developed.
ELECTROCHIMICA ACTA
(2021)
Article
Chemistry, Multidisciplinary
Kaiqing Ma, He Yang, Tianruo Shen, Yongkang Yue, Lingling Zhao, Xiaogang Liu, Fangjun Huo, Caixia Yin
Summary: Researchers developed a new probe CM-Mit for accurate detection of thiols in mitochondria. The probe has fast response and protein labeling ability, preventing diffusion out of the mitochondria, and can be used for drug screening and studying ferroptosis.
Article
Chemistry, Multidisciplinary
Van-Phuoc Thai, Hieu Duy Nguyen, Nobuo Saito, Kazumasa Takahashi, Toru Sasaki, Takashi Kikuchi
Summary: Using plasma-liquid interactions (PLIs), gold nanoparticles (GNPs) can be synthesized with high-quality size and surface properties. By adding suitable ligands to the precursor solution, the size of the GNPs can be precisely controlled. The potency of the size-control depends on the type of ligands, with thiol>amine>carboxylate. XPS, FTIR, and zeta potential techniques confirmed the presence of these ligands on GNPs.
NANOSCALE ADVANCES
(2022)
Article
Chemistry, Organic
Sarah K. I. Watt, Janique G. Charlebois, Christopher N. Rowley, Jeffrey W. Keillor
Summary: Irreversible enzyme inhibitors permanently limit their target's function by covalently binding to it. The nucleophilic group targeted for reaction with the electrophilic warhead of these inhibitors is often the thiol group on cysteine residues. In this study, the mechanism of thiol addition to N-phenylchloroacetamide was investigated, revealing an early transition state for the attack by the thiolate. The reactivity of chloroacetamide was compared to acrylamides commonly used in irreversible inhibitor drugs.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Yanmiao Fan, Mads Luchow, Adel Badria, Daniel J. Hutchinson, Michael Malkoch
Summary: In this study, placenta powder (PP) made from decellularized human placenta was incorporated into synthetic poly(ethylene glycol) (PEG)-based hydrogels. The PP-incorporated PEG hydrogels showed tunable storage moduli and reduced swelling ratios compared to pristine hydrogels. The hydrogels demonstrated good biocompatibility and the ability to support cell adhesion and proliferation.
Article
Biochemical Research Methods
Der-Yen Lee, Wei-Chieh Huang, Ting-Jia Gua, Geen-Dong Chang
JOURNAL OF CHROMATOGRAPHY A
(2018)
Article
Biochemistry & Molecular Biology
Der-Yen Lee, Yu-Chin Lin, Geen-Dong Chang
Summary: MG is a reactive glycation metabolite that can induce dicarbonyl stress, and its production in cells is influenced by carbohydrate metabolism. The glyoxalase system consisting of GlxI and GlxII is crucial for converting MG into nontoxic metabolites. Insulin stimulation leads to the accumulation of MG and S-d-lactoylglutathione in cells, which can be efficiently removed by metformin. Metformin affects the glyoxalase system by controlling the redox state and may help maintain cellular MG homeostasis.
