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Free Radical Research Volume 41, 2007 - Issue 7
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Original

Design, synthesis and properties of novel powerful antioxidants, glutathione analogues

Kersti Ehrlich Department of Biochemistry, National and European Centre of Excellence of Molecular and Clinical Medicine, University of Tartu, Ravila 19, 51014, Tartu, EstoniaCorrespondence[email protected]
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Kersti Ehrlich Department of Biochemistry, National and European Centre of Excellence of Molecular and Clinical Medicine, University of Tartu, Ravila 19, 51014, Tartu, EstoniaCorrespondence[email protected]
,
Säde Viirlaid Department of Biochemistry, National and European Centre of Excellence of Molecular and Clinical Medicine, University of Tartu, Ravila 19, 51014, Tartu, Estonia; Department of Organic and Bioorganic Chemistry, University of Tartu, Jakobi 2, 51013, Tartu, Estonia
,
Kersti Ehrlich Department of Biochemistry, National and European Centre of Excellence of Molecular and Clinical Medicine, University of Tartu, Ravila 19, 51014, Tartu, EstoniaCorrespondence[email protected]
,
Säde Viirlaid Department of Biochemistry, National and European Centre of Excellence of Molecular and Clinical Medicine, University of Tartu, Ravila 19, 51014, Tartu, Estonia; Department of Organic and Bioorganic Chemistry, University of Tartu, Jakobi 2, 51013, Tartu, Estonia
,
Riina Mahlapuu Department of Biochemistry, National and European Centre of Excellence of Molecular and Clinical Medicine, University of Tartu, Ravila 19, 51014, Tartu, Estonia
,
Külliki Saar
,
Tiiu Kullisaar Department of Biochemistry, National and European Centre of Excellence of Molecular and Clinical Medicine, University of Tartu, Ravila 19, 51014, Tartu, Estonia
,
Mihkel Zilmer Department of Biochemistry, National and European Centre of Excellence of Molecular and Clinical Medicine, University of Tartu, Ravila 19, 51014, Tartu, Estonia
,
Ülo Langel
&
Ursel Soomets Department of Biochemistry, National and European Centre of Excellence of Molecular and Clinical Medicine, University of Tartu, Ravila 19, 51014, Tartu, Estonia
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Pages 779-787 | Received 18 Jan 2007, Published online: 07 Jul 2009

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Marju Raukas, Reili Rebane, Riina Mahlapuu, Viktor Jefremov, Kersti Zilmer, Ello Karelson, Nenad Bogdanovic & Mihkel Zilmer. (2012) Mitochondrial oxidative stress index, activity of redox-sensitive aconitase and effects of endogenous anti- and pro-oxidants on its activity in control, Alzheimer's disease and Swedish Familial Alzheimer's disease brain. Free Radical Research 46:12, pages 1490-1495.
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Kersti Ehrlich, Katrin Ida, Riina Mahlapuu, Ceslava Kairane, Ingrid Oit, Mihkel Zilmer & Ursel Soomets. (2009) Characterization of UPF peptides, members of the glutathione analogues library, on the basis of their effects on oxidative stress-related enzymes. Free Radical Research 43:6, pages 572-580.
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Sristi Raj Rai, Camelia Bhattacharyya, Anwita Sarkar, Surupa Chakraborty, Esha Sircar, Sreejita Dutta & Rajib Sengupta. (2021) Glutathione: Role in Oxidative/Nitrosative Stress, Antioxidant Defense, and Treatments. ChemistrySelect 6:18, pages 4566-4590.
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倩 龙. (2021) Mutagenesis Screening of High-Yielding Glutathione Yeast and Optimization of Fermentation Conditions. Advances in Microbiology 10:01, pages 7-13.
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Francesca Bartoccini, Michele Mari, Michele Retini, Alessandra Fraternale & Giovanni Piersanti. (2019) Large-Scale Preparation of N -Butanoyl- l -glutathione (C4-GSH) . Organic Process Research & Development 23:9, pages 2069-2073.
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Mats Hansen, Rando Porosk, Riina Mahlapuu, Ceslava Kairane, Kalle Kilk & Ursel Soomets. (2019) GSH Synthetic Analogue O-Methyl-L-Tyrosinylglutathione Regulates Nrf2-Mediated Expression of GCLc and GCLm. Journal of Chemistry 2019, pages 1-8.
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Wei Wang, Yichao Qian, Jinhua Li, Naif Aljuhani, Arno G. Siraki, X. Chris Le & Xing-Fang Li. (2018) Characterization of Mechanisms of Glutathione Conjugation with Halobenzoquinones in Solution and HepG2 Cells. Environmental Science & Technology 52:5, pages 2898-2908.
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Jinhua Li, Madlen Bauer, Birget Moe, Elaine M. Leslie & Xing-Fang Li. (2017) Multidrug Resistance Protein 4 (MRP4/ABCC4) Protects Cells from the Toxic Effects of Halobenzoquinones. Chemical Research in Toxicology 30:10, pages 1815-1822.
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Carmine Pasquale Cerrato & Ülo Langel. (2017) Effect of a Fusion Peptide by Covalent Conjugation of a Mitochondrial Cell-Penetrating Peptide and a Glutathione Analog Peptide. Molecular Therapy - Methods & Clinical Development 5, pages 221-231.
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Emily Vogel, William Jackson & Douglas Masterson. (2015) Efficient Esterification of Oxidized l-Glutathione and Other Small Peptides. Molecules 20:6, pages 10487-10495.
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Argo Aug, Alan Altraja, Siiri Altraja, Liisi Laaniste, Riina Mahlapuu, Ursel Soomets & Kalle Kilk. (2014) Alterations of Bronchial Epithelial Metabolome by Cigarette Smoke Are Reversible by an Antioxidant, O -Methyl- l -Tyrosinyl-γ- l -Glutamyl- l -Cysteinylglycine . American Journal of Respiratory Cell and Molecular Biology 51:4, pages 586-594.
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Jinhua Li, Wei Wang, Hongquan Zhang, X. Chris Le & Xing-Fang Li. (2014) Glutathione-Mediated Detoxification of Halobenzoquinone Drinking Water Disinfection Byproducts in T24 Cells. Toxicological Sciences 141:2, pages 335-343.
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Roberta Cascella, Elisa Evangelisti, Mariagioia Zampagni, Matteo Becatti, Giampiero D׳Adamio, Andrea Goti, Gianfranco Liguri, Claudia Fiorillo & Cristina Cecchi. (2014) S-linolenoyl glutathione intake extends life-span and stress resistance via Sir-2.1 upregulation in Caenorhabditis elegans. Free Radical Biology and Medicine 73, pages 127-135.
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José L. García-Giménez & Federico V. Pallardó. (2014) Maintenance of glutathione levels and its importance in epigenetic regulation. Frontiers in Pharmacology 5.
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Fatima Abderrahim, Silvia M. Arribas, M. Carmen Gonzalez & Luis Condezo-Hoyos. (2013) Rapid high-throughput assay to assess scavenging capacity index using DPPH. Food Chemistry 141:2, pages 788-794.
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Michelle Smeyne & Richard Jay Smeyne. (2013) Glutathione metabolism and Parkinson's disease. Free Radical Biology and Medicine 62, pages 13-25.
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Siiri Altraja, Riina Mahlapuu, Ursel Soomets & Alan Altraja. (2013) Cigarette smoke-induced differential regulation of glutathione metabolism in bronchial epithelial cells is balanced by an antioxidant tetrapeptide UPF1. Experimental and Toxicologic Pathology 65:6, pages 711-717.
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Ingrid Oit-Wiscombe, Laszlo Virag, Ursel Soomets & Alan Altraja. (2013) Increased DNA Damage in Progression Of COPD: A Response By Poly(ADP-Ribose) Polymerase-1. PLoS ONE 8:7, pages e70333.
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Jana Kazarjan, Merike Vaher, Riina Mahlapuu, Mats Hansen, Ursel Soomets & Mihkel Kaljurand. (2013) Separation of glutathione and its novel analogues and determination of their dissociation constants by capillary electrophoresis. ELECTROPHORESIS 34:12, pages 1820-1827.
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Jian Hui Wu & Gerald Batist. (2013) Glutathione and glutathione analogues; Therapeutic potentials. Biochimica et Biophysica Acta (BBA) - General Subjects 1830:5, pages 3350-3353.
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Daniel Wright, Mariagioia Zampagni, Elisa Evangelisti, Simona Conti, Giampiero D'Adamio, Andrea Goti, Matteo Becatti, Claudia Fiorillo, Niccolò Taddei, Cristina Cecchi & Gianfranco Liguri. (2013) Protective Properties of Novel S- Acyl-Glutathione Thioesters Against Ultraviolet-induced Oxidative Stress . Photochemistry and Photobiology 89:2, pages 442-452.
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Ceslava Kairane, Riina Mahlapuu, Kersti Ehrlich, Kalle Kilk, Mihkel Zilmer & Ursel Soomets. (2012) Diverse Effects of Glutathione and UPF Peptides on Antioxidant Defense System in Human Erythroleukemia Cells K562. International Journal of Peptides 2012, pages 1-5.
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Ivana Cacciatore, Leonardo Baldassarre, Erika Fornasari, Adriano Mollica & Francesco Pinnen. (2012) Recent Advances in the Treatment of Neurodegenerative Diseases Based on GSH Delivery Systems. Oxidative Medicine and Cellular Longevity 2012, pages 1-12.
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Annia Galano & J. Raúl Alvarez-Idaboy. (2011) Glutathione: mechanism and kinetics of its non-enzymatic defense action against free radicals. RSC Advances 1:9, pages 1763.
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Maria Borissova, Riina Mahlapuu & Merike Vaher. (2010) Monitoring the redox cycle of low-molecular peptides using a modified target plate in MALDI-MS. Talanta 83:1, pages 274-280.
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Ivana Cacciatore, Catia Cornacchia, Francesco Pinnen, Adriano Mollica & Antonio Di Stefano. (2010) Prodrug Approach for Increasing Cellular Glutathione Levels. Molecules 15:3, pages 1242-1264.
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Säde Viirlaid, Riina Mahlapuu, Kalle Kilk, Aleksei Kuznetsov, Ursel Soomets & Jaak Järv. (2009) Mechanism and stoichiometry of 2,2-diphenyl-1-picrylhydrazyl radical scavenging by glutathione and its novel α-glutamyl derivative. Bioorganic Chemistry 37:4, pages 126-132.
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David S. Finley. (2008) Glucose‐6‐Phosphate Dehydrogenase Deficiency Associated Stuttering Priapism: Report of a Case. The Journal of Sexual Medicine 5:12, pages 2963-2966.
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Chiu‐mei Chen & Mei‐chin Yin. (2008) S ‐Allyl cysteine, S ‐ethyl cysteine and S ‐propyl cysteine alleviate oxidative stress‐induced damage within PC12 cells . Journal of the Science of Food and Agriculture 88:14, pages 2493-2498.
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