• Title/Summary/Keyword: Thiols

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Reactions of Two Isomeric Thiols with Thianthrene Cation Radical

  • Park, Hyun-Ju;Lee, Wang-Keun
    • Bulletin of the Korean Chemical Society
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    • v.26 no.9
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    • pp.1335-1338
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    • 2005
  • Thianthrene cation radical perchlorate ($Th^{+{{\cdot}}}{ClO_4}^-$) reacted readily with two isomeric thiols, benzylthiol (1) and 4-methylbenzenethiol (7) in an acetonitrile solution at room temperature. From the reaction of 1, the major products, N-benzylacetamide (4) and benzyl sulfide (5), are characteristic of benzyl carbocations while the minor one, benzyl disulfide (6) implies free radical component of the reaction. It is unprecedented that the formation of a benzyl carbocation was caused by the extrusion of sulfur atoms from benzyl sulfur cations (3). In contrast, from the reaction of 7, only p-tolyl disulfide (10) was obtained from both sulfur radicals and cations. In the reaction of 7 the thio-extrusion was not observed from the p-tolyl sulfur cation (9). A thianthrene cation radical ($Th^{+{{\cdot}}}$) was reduced quantitatively to thianthrene (Th) in both reactions.

Absence of an Essential Thiol in Human Glutaminyl Cyclase: Implications for Mechanism

  • Temple, Jeffrey S.;Song, In-Seok;Burns, Kathleen H.;Bateman, Robert C.
    • Animal cells and systems
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    • v.2 no.2
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    • pp.243-248
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    • 1998
  • We have partially sequenced glutaminyl cyclases from several mammalian and one avian species and found that the two cysteine residues of the human glutaminyl cyclase are completely conserved. The mammalian glutaminyl cyclase has been reported to possess reactive thiols (Busby, Jr, et aI., 1987, J BioI Chern 262, 8532-8536). Mutagenesis of these cysteine residues, however, resulted in only a slight decrease in enzyme activity. Likewise, the recombinant human enzyme was completely resistant to attempted chemical modification of the putative reactive thiols. Although the human glutaminyl cyclase did not appear to have reactive thiols, it was sensitive to diethylpyrocarbonate and acetylimidazole, indicating the presence of functionally important histidine and tyrosine residues which could act as acid/base catalysts. Almost identical deuterium solvent isotope effect (1.2 vs 1.3) upon the reaction by the human and papaya enzymes, respectively, provides an evidence both animal and plant glutaminyl cyclases catalyze pyroglutamyl-peptide formation by intramolecular cyclization.

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Changes of Thiols and Oxidative Stress in Tomato Seedlings Exposed to Cadmium

  • Cho, Un-Haing;Seo, Nam-Ho
    • Journal of Ecology and Environment
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    • v.29 no.1
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    • pp.61-67
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    • 2006
  • Tomato (Lycopersicon esculentum Mill) seedlings exposed to various concentrations of $CdCl_2(0{\sim}100{\mu}M)$ in a nutrient solution for up to 9 days were analyzed with respect to the thiol changes and oxidative stress. The Cd exposure increased total non-protein thiols (NPT) and cysteine in both leaves and roots, total glutathione in leaves, and the ratios of oxidized glutathione (GSSG)/reduced glutathione (GSH) in both leaves and roots, but decreased the ratio of dehydroascorbate (DASA)/ascorbate(ASA) in leaves. Our results suggest that the Cd-induced GSH depletion due to thiol synthesis and oxidation alters the antioxidant activity of seedlings for $H_2O_2$, and the subsequent $H_2O_2$ accumulationand oxidative stress result in phytotoxicity.

GENERATION OF FREE RADICALS BY INTERACTION OF IRON WITH THIOLS IN HUMAN PLASMA

  • Lee, Seung-Jin;Chung, Ka-Young;Chung, Jin-Ho
    • Proceedings of the Korean Society of Toxicology Conference
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    • 2002.05a
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    • pp.93-93
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    • 2002
  • Oxidative stress has been associated with a number of diseases in humans. Among the sources that can generate oxidative stress, it has been reported that iron can generate reactive oxygen species (ROS) with thiol. In iron overload state, increased thiol levels in plasma appeared to be associated with human mortality.(omitted)

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Coherent director rotation and memory effects, and their dependence on the morphology of the constituent molecules in thiol-ene polymer stabilized ferroelectric liquid crystal system

  • Lim, Tong-Kun;Lee, Ji-Hoon
    • 한국정보디스플레이학회:학술대회논문집
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    • 2005.07a
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    • pp.199-202
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    • 2005
  • We have studied the origin of coherent director rotation [CDR] as well as memory behavior in thiol-ene polymer stabilized ferroelectric liquid crystal [FLC]. The ene constituents are found to be always located at the inter-layer space and induce the coherent director rotation motion of liquid crystal molecule. On the other hand, the thiols are more intersticed between ferroelectric liquid crystal molecules at intra-layer as the thiol gets longer, and these intersticed thiols enhance the multistability and the resolution of memory state of FLCs.

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Low Nourishment of Vitamin C Induces Glutathione Depletion and Oxidative Stress in Healthy Young Adults

  • Waly, Mostafa I.;Al-Attabi, Zahir;Guizani, Nejib
    • Preventive Nutrition and Food Science
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    • v.20 no.3
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    • pp.198-203
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    • 2015
  • The present study was conducted to assess the status of vitamin C among healthy young adults in relation to serum antioxidant parameters [glutathione (GSH), thiols, and total antioxidant capacity, (TAC)], and oxidative stress markers [malondialdehyde (MDA), and nitrites plus nitrates (NN)]. A prospective study included 200 young adults, and their dietary intake was assessed by using food diaries. Fasting plasma vitamin C, serum levels of GSH, thiols, TAC, MDA, and NN were measured using biochemical assays. It was observed that 38% of the enrolled subjects, n=76, had an adequate dietary intake of vitamin C (ADI group). Meanwhile, 62%, n=124, had a low dietary intake of vitamin C (LDI group) as compared to the recommended dietary allowances. The fasting plasma level of vitamin C was significantly higher in the ADI group as compared to the LDI group. Oxidative stress in the sera of the LDI group was evidenced by depletion of GSH, low thiols levels, impairment of TAC, an elevation of MDA, and increased NN. In the ADI group, positive correlations were found between plasma vitamin C and serum antioxidant parameters (GSH, thiols, and TAC). Meanwhile, the plasma vitamin C was negatively correlated with serum MDA and NN levels. This study reveals a significant increase of oxidative stress status and reduced antioxidant capacity in sera from healthy young adults with low intake of the dietary antioxidant, vitamin C.

Cysteine Participates in Cell Proliferation by Inhibiting Caspase3-like Death Protease

  • Lee, Sang-Han;Hong, Soon-Duck
    • Journal of Life Science
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    • v.9 no.1
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    • pp.9-13
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    • 1999
  • Reduced thiols were important compounds for the maintenance of leukemia and lymphoma cell survival (and growth). In the course of examining the microenvirn-mental effects on lymphoma and leukemia cell growth, we found that cysteine suppressed apoptosis in these cells. In a present study, in order to investigate the role of cystein on the suppression of apoptotic cell death, we used CS21, P388, and L1210 cell lines. The addition of BSO, an inhibitor of glutathione synthase, induced apoptosis of these cells by blocking the cellular uptake of cysteine in CS21 cells. Although L1210 cells underwent apoptosis without thiol compounds, the addition of these compounds suppressed the apoptosis and promoted the growth or L1210 cells. When specific inhibitors of caspase3-like proteases, but not caspase1-like proteases, were activated during the L1210 cell apoptosis but the addition of thiol compounds suppressed the activation of caspase3-like proteases. These results suggest that reduced thiols including cysteine play an important role in the suppression of cell apoptosis by inhibiting the activation of caspase3-like proteases.

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Chemical-Induced Cytotoxicity in Platelet Rich Plasma Isolated from Rats

  • Seung, Sang-Ae;Chung, Seung-Min;Lee, Sun-Koo;Lee, Joo-Young;Kim, Jeong-Sun;Chung, Jin-Ho
    • Toxicological Research
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    • v.13 no.3
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    • pp.229-235
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    • 1997
  • The elevation of intracellular calcium in various tissues due to oxidative stress induced by either menadione or adriamycin has been well documented. The increase of calcium level in platelets results in aggregation of platelets. To test the hypothesis that chemically induced calcium elevations can play a role in platelet aggregation, we have studied the effects of menadione and adriamycin on aggregation of platelets isolated from female rats. Treatment with menadione and adriamycin to platelet rich plasma (PRP) appeared to induce platelet aggregations up to 60%, as determined by aggregometry. However, exposure of PRP to rnenadione or adriamycin led to a loss of viability, as measured by lactate dehydrogenase (LDH) leakage. Morphological studies of platelets revealed that, when PRP was treated with menadione, aggregates of platelets were not observed and the numbers of platelets were decreased significantly. This suggests that menadione and adriamycin decreased turbidity by inducing platelet lysis rather than platelet aggregation. These cellular toxicities induced by menadione or adriamycin was not correlated with oxygen consumption rate but with depletion of protein thiols, suggesting that protein thiols might play an important role in chemical-induced platelet toxicity.

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