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189 results on '"Caldwell, Stuart T."'

2. Confirmation of the Cardioprotective Effect of MitoGamide in the Diabetic Heart

Author

Park, Min, Nishimura, Takanori, Baeza-Garza, Carlos D., Caldwell, Stuart T., Pun, Pamela Boon Li, Prag, Hiran A., Young, Tim, Sauchanka, Olga, Logan, Angela, Forkink, Marleen, Gruszczyk, Anja V., Prime, Tracy A., Arndt, Sabine, Naudi, Alba, Pamplona, Reinald, Coughlan, Melinda T., Tate, Mitchel, Ritchie, Rebecca H., Caicci, Federico, Kaludercic, Nina, Di Lisa, Fabio, Smith, Robin A. J., Hartley, Richard C., Murphy, Michael P., and Krieg, Thomas

Published
2020
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3. Succinate accumulation drives ischaemia-reperfusion injury during organ transplantation

Author

Martin, Jack L., Costa, Ana S. H., Gruszczyk, Anja V., Beach, Timothy E., Allen, Fay M., Prag, Hiran A., Hinchy, Elizabeth C., Mahbubani, Krishnaa, Hamed, Mazin, Tronci, Laura, Nikitopoulou, Efterpi, James, Andrew M., Krieg, Thomas, Robinson, Alan J., Huang, Margaret M., Caldwell, Stuart T., Logan, Angela, Pala, Laura, Hartley, Richard C., Frezza, Christian, Saeb-Parsy, Kourosh, and Murphy, Michael P.

Published
2019
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4. Selective Disruption of Mitochondrial Thiol Redox State in Cells and In Vivo

Author

Booty, Lee M., Gawel, Justyna M., Cvetko, Filip, Caldwell, Stuart T., Hall, Andrew R., Mulvey, John F., James, Andrew M., Hinchy, Elizabeth C., Prime, Tracy A., Arndt, Sabine, Beninca, Cristiane, Bright, Thomas P., Clatworthy, Menna R., Ferdinand, John R., Prag, Hiran A., Logan, Angela, Prudent, Julien, Krieg, Thomas, Hartley, Richard C., and Murphy, Michael P.

Published
2019
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5. MitoNeoD: A Mitochondria-Targeted Superoxide Probe

Author

Shchepinova, Maria M., Cairns, Andrew G., Prime, Tracy A., Logan, Angela, James, Andrew M., Hall, Andrew R., Vidoni, Sara, Arndt, Sabine, Caldwell, Stuart T., Prag, Hiran A., Pell, Victoria R., Krieg, Thomas, Mulvey, John F., Yadav, Pooja, Cobley, James N., Bright, Thomas P., Senn, Hans M., Anderson, Robert F., Murphy, Michael P., and Hartley, Richard C.

Published
2017
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8. Rapid and selective generation of H2S within mitochondria protects against cardiac ischemia-reperfusion injury

Author

Miljkovic, Jan Lj., primary, Burger, Nils, additional, Gawel, Justyna M., additional, Mulvey, John F., additional, Norman, Abigail A.I., additional, Nishimura, Takanori, additional, Tsujihata, Yoshiyuki, additional, Logan, Angela, additional, Sauchanka, Olga, additional, Caldwell, Stuart T., additional, Morris, Jordan L., additional, Prime, Tracy A., additional, Warrington, Stefan, additional, Prudent, Julien, additional, Bates, Georgina R., additional, Aksentijević, Dunja, additional, Prag, Hiran A., additional, James, Andrew M., additional, Krieg, Thomas, additional, Hartley, Richard C., additional, and Murphy, Michael P., additional

Published
2022
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9. Itaconate is an anti-inflammatory metabolite that activates Nrf2 via alkylation of KEAP1

Author

Mills, Evanna L., Ryan, Dylan G., Prag, Hiran A., Dikovskaya, Dina, Menon, Deepthi, Zaslona, Zbigniew, Jedrychowski, Mark P., Costa, Ana S. H., Higgins, Maureen, Hams, Emily, Szpyt, John, Runtsch, Marah C., King, Martin S., McGouran, Joanna F., Fischer, Roman, Kessler, Benedikt M., McGettrick, Anne F., Hughes, Mark M., Carroll, Richard G., Booty, Lee M., Knatko, Elena V., Meakin, Paul J., Ashford, Michael L. J., Modis, Louise K., Brunori, Gino, Svin, Daniel C., Fallon, Padraic G., Caldwell, Stuart T., Kunji, Edmund R. S., Chouchani, Edward T., Frezza, Christian, Dinkova-Kostova, Albena T., Hartley, Richard C., Murphy, Michael P., and ONeill, Luke A.

Subjects
Metabolites -- Research, Physiological research, Activation analysis, Leucine zipper -- Research, Environmental issues, Science and technology, Zoology and wildlife conservation
Abstract

Author(s): Evanna L. Mills [1, 2, 3, 4]; Dylan G. Ryan [1]; Hiran A. Prag [5]; Dina Dikovskaya [6]; Deepthi Menon [1]; Zbigniew Zaslona [1]; Mark P. Jedrychowski [2, 3]; [...]

Published
2018
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10. Targeting Methylglyoxal in Diabetic Kidney Disease Using the Mitochondria-Targeted Compound MitoGamide

Author

Tan, Sih Min, primary, Lindblom, Runa S. J., additional, Ziemann, Mark, additional, Laskowski, Adrienne, additional, Granata, Cesare, additional, Snelson, Matthew, additional, Thallas-Bonke, Vicki, additional, El-Osta, Assam, additional, Baeza-Garza, Carlos D., additional, Caldwell, Stuart T., additional, Hartley, Richard C., additional, Krieg, Thomas, additional, Cooper, Mark E., additional, Murphy, Michael P., additional, and Coughlan, Melinda T., additional

Published
2021
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11. Synthesis of polyhydroxylated flavonoids bearing a lipophilic decyl tail as potential therapeutic antioxidants

Author

Caldwell, Stuart T., McPhail, Donald B., Duthie, Garry G., and Hartley, Richard C.

Subjects
Stroke (Disease) -- Care and treatment, Bioflavonoids -- Chemical properties -- Production processes -- Composition, Flavones -- Chemical properties -- Production processes -- Composition, Antioxidants -- Chemical properties -- Composition -- Production processes, Nervous system -- Degeneration, Chemical synthesis -- Methods, Flavonoids -- Chemical properties -- Production processes -- Composition, Chemistry
Abstract

Antioxidants have potential for the treatment of stroke and neurodegeneration, and chimeric compounds that combine a flavon-3-ol head group related to myricetin and a lipophilic decyl tail are known to protect membranes from oxidative damage at least as well as vitamin E. New flavon-3-ols that are highly hydroxylated in the B ring in ways not found in natural flavon-3-ols and bearing a lipophilic decyl tail have been prepared from trimethoxy- and tetramethoxybenzoic acids accessed by lithiation-carboxylation reactions. Direct enolate acylation was preferred over Baker-Venkataraman rearrangement when there were methoxy groups at both the 2- and the 6-position of the benzoic acid derivatives. Key words: flavonol, antioxidant, synthesis, polyphenols, tocopherol. Les antioxydants pourraient potentiellement etre utilises dans le traitement des defaillances cardiovasculaires et des processus neurodegeneratifs et il est connu que des produis chimeriques qui combinent un groupe de tete flavon-3-ol apparente a la myricetine et un groupe de queue lipophile decyle protegent les membranes des dommages oxydants, au moins aussi bien que la vitamine E. Utilisant comme produits de departs des acides trimethoxy- et tetramethoxybenzoiques obtenus par des reactions de lithiation/carboxylation, on a prepare de nouveaux flavon-3-ols hautement hydroxyles dans le noyau B, qui different ainsi des flavon-3-ols naturels et qui portent un groupe de queue lipophile decyle. Dans les cas ou on retrouve des groupes methoxy a la fois dans les positions 2- et 6- des derives de l'acide benzoique, on a prefere l'acylation directe de l'enolate par rapport au rearrangement de Baker-Venkataramn. Mots-cles : flavonol, antioxydant, synthese, polyphenols, tocopherol. [Traduit par la Redaction], Introduction Flavonoids (Fig. 1) are polyphenolic compounds produced as secondary metabolites by plants. They have attracted a great deal of attention over the years because they are found in a [...]

Published
2012
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14. Tetra-arylborate lipophilic anions as targeting groups

Author

Gaddale Devanna, Kishore K., primary, Gawel, Justyna M., additional, Prime, Tracy A., additional, Cvetko, Filip, additional, Benincá, Cristiane, additional, Caldwell, Stuart T., additional, Negoda, Alexander, additional, Harrison, Andrew, additional, James, Andrew M., additional, Pavlov, Evgeny V., additional, Murphy, Michael P., additional, and Hartley, Richard C., additional

Published
2021
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15. Enhancing the Mitochondrial Uptake of Phosphonium Cations by Carboxylic Acid Incorporation

Author

Pala, Laura, Senn, Hans M., Caldwell, Stuart T., Prime, Tracey A., Warrington, Stefan, Bright, Thomas P., Prag, Hiran A., Wilson, Claire, Murphy, Michael, Hartley, Richard C., Prag, Hiran [0000-0002-4753-8567], Murphy, Mike [0000-0003-1115-9618], and Apollo - University of Cambridge Repository

Subjects
mitochondria, Chemistry, membrane permeation, mitochondria-targeting, phosphonium, membrane potential, computational chemistry, pH gradient
Abstract

There is considerable interest in developing drugs and probes targeted to mitochondria in order to understand and treat the many pathologies associated with mitochondrial dysfunction. The large membrane potential, negative inside, across the mitochondrial inner membrane enables delivery of molecules conjugated to lipophilic phosphonium cations to the organelle. Due to their combination of charge and hydrophobicity, quaternary triarylphosphonium cations rapidly cross biological membranes without the requirement for a carrier. Their extent of uptake is determined by the magnitude of the mitochondrial membrane potential, as described by the Nernst equation. To further enhance this uptake here we explored whether incorporation of a carboxylic acid into a quaternary triarylphosphonium cation would enhance its mitochondrial uptake in response to both the membrane potential and the mitochondrial pH gradient (alkaline inside). Accumulation of aryl propionic acid derivatives depended on both the membrane potential and the pH gradient. However, acetic or benzoic derivatives did not accumulate, due to their lowered pKa. Surprisingly, despite not being taken up by mitochondria, the phenylacetic or phenylbenzoic derivatives were not retained within mitochondria when generated within the mitochondrial matrix by hydrolysis of their cognate esters. Computational studies, supported by crystallography, showed that these molecules passed through the hydrophobic core of mitochondrial inner membrane as a neutral dimer. This finding extends our understanding of the mechanisms of membrane permeation of lipophilic cations and suggests future strategies to enhance drug and probe delivery to mitochondria.

Published
2020

18. Ester Prodrugs of Malonate with Enhanced Intracellular Delivery Protect Against Cardiac Ischemia-Reperfusion Injury In Vivo

Author

Prag, Hiran A., primary, Pala, Laura, additional, Kula-Alwar, Duvaraka, additional, Mulvey, John F., additional, Luping, Du, additional, Beach, Timothy E., additional, Booty, Lee M., additional, Hall, Andrew R., additional, Logan, Angela, additional, Sauchanka, Volha, additional, Caldwell, Stuart T., additional, Robb, Ellen L., additional, James, Andrew M., additional, Xu, Zhelong, additional, Saeb-Parsy, Kourosh, additional, Hartley, Richard C., additional, Murphy, Michael P., additional, and Krieg, Thomas, additional

Published
2020
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19. Correction to: The Mitochondria-Targeted Methylglyoxal Sequestering Compound, MitoGamide, Is Cardioprotective in the Diabetic Heart

Author

Tate, Mitchel, primary, Higgins, Gavin C., additional, De Blasio, Miles J., additional, Lindblom, Runa, additional, Prakoso, Darnel, additional, Deo, Minh, additional, Kiriazis, Helen, additional, Park, Min, additional, Baeza-Garza, Carlos D., additional, Caldwell, Stuart T., additional, Hartley, Richard C., additional, Krieg, Thomas, additional, Murphy, Michael P., additional, Coughlan, Melinda T., additional, and Ritchie, Rebecca H., additional

Published
2020
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21. The Mitochondria-Targeted Methylglyoxal Sequestering Compound, MitoGamide, Is Cardioprotective in the Diabetic Heart

Author

Tate, Mitchel, primary, Higgins, Gavin C., additional, De Blasio, Miles J., additional, Lindblom, Runa, additional, Prakoso, Darnel, additional, Deo, Minh, additional, Kiriazis, Helen, additional, Park, Min, additional, Baeza-Garza, Carlos D., additional, Caldwell, Stuart T., additional, Hartley, Richard C., additional, Krieg, Thomas, additional, Murphy, Michael P., additional, Coughlan, Melinda T., additional, and Ritchie, Rebecca H., additional

Published
2019
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22. Selective disruption of mitochondrial thiol redox state in cells and in vivo

Author

Booty, Lee M, Gawel, Justyna M, Cvetko, Filip, Caldwell, Stuart T, Hall, Andrew R, Mulvey, John F, James, Andrew M, Hinchy, Elizabeth C, Prime, Tracy A, Arndt, Sabine, Beninca, Cristiane, Bright, Thomas P, Clatworthy, Menna R, Ferdinand, John R, Prag, Hiran A, Logan, Angela, Prudent, Julien, Krieg, Thomas, Hartley, Richard C, and Murphy, Michael P

Subjects
mitochondria, mitochondria targeting, thioredoxin, glutathione, thiol redox state, redox signaling
Abstract

Mitochondrial glutathione (GSH) and thioredoxin (Trx) systems function independently of the rest of the cell. While maintenance of mitochondrial thiol redox state is thought vital for cell survival, this was not testable due to the difficulty of manipulating the organelle's thiol systems independently of those in other cell compartments. To overcome this constraint we modified the glutathione S-transferase substrate and Trx reductase (TrxR) inhibitor, 1-chloro-2,4-dinitrobenzene (CDNB) by conjugation to the mitochondria-targeting triphenylphosphonium cation. The result, MitoCDNB, is taken up by mitochondria where it selectively depletes the mitochondrial GSH pool, catalyzed by glutathione S-transferases, and directly inhibits mitochondrial TrxR2 and peroxiredoxin 3, a peroxidase. Importantly, MitoCDNB inactivates mitochondrial thiol redox homeostasis in isolated cells and in vivo, without affecting that of the cytosol. Consequently, MitoCDNB enables assessment of the biomedical importance of mitochondrial thiol homeostasis in reactive oxygen species production, organelle dynamics, redox signaling, and cell death in cells and in vivo.

Published
2019

24. Mitochondrial oxidative stress causes insulin resistance without disrupting oxidative phosphorylation

Author

Fazakerley, Daniel J., Minard, Annabel Y., Krycer, James R., Thomas, Kristen C., Stöckli, Jacqueline, Harney, Dylan J., Burchfield, James G., Maghzal, Ghassan J., Caldwell, Stuart T., Hartley, Richard C., Stocker, Roland, Murphy, Michael P., James, David E., Fazakerley, Daniel [0000-0001-8241-2903], Murphy, Mike [0000-0003-1115-9618], and Apollo - University of Cambridge Repository

Subjects
Male, Paraquat, insulin, muscle, hydrogen peroxide, adipocyte, Oxidative Phosphorylation, Electron Transport, Myoblasts, Mice, Oxygen Consumption, Superoxides, insulin resistance, 3T3-L1 Cells, Adipocytes, oxidative stress, Animals, Protein Isoforms, superoxide ion, Glucose Transporter Type 4, Herbicides, Adenylate Kinase, Peroxiredoxins, adipose tissue, Mitochondria, Mice, Inbred C57BL, Glucose, Mitochondrial dysfunction
Abstract

Mitochondrial oxidative stress, mitochondrial dysfunction, or both have been implicated in insulin resistance. However, disentangling the individual roles of these processes in insulin resistance has been difficult because they often occur in tandem, and tools that selectively increase oxidant production without impairing mitochondrial respiration have been lacking. Using the dimer/monomer status of peroxiredoxin isoforms as an indicator of compartmental hydrogen peroxide burden, we provide evidence that oxidative stress is localized to mitochondria in insulin-resistant 3T3-L1 adipocytes and adipose tissue from mice. To dissociate oxidative stress from impaired oxidative phosphorylation and study whether mitochondrial oxidative stress per se can cause insulin resistance, we used mitochondria-targeted paraquat (MitoPQ) to generate superoxide within mitochondria without directly disrupting the respiratory chain. At ≤10 μm, MitoPQ specifically increased mitochondrial superoxide and hydrogen peroxide without altering mitochondrial respiration in intact cells. Under these conditions, MitoPQ impaired insulin-stimulated glucose uptake and glucose transporter 4 (GLUT4) translocation to the plasma membrane in both adipocytes and myotubes. MitoPQ recapitulated many features of insulin resistance found in other experimental models, including increased oxidants in mitochondria but not cytosol; a more profound effect on glucose transport than on other insulin-regulated processes, such as protein synthesis and lipolysis; an absence of overt defects in insulin signaling; and defective insulin- but not AMP-activated protein kinase (AMPK)-regulated GLUT4 translocation. We conclude that elevated mitochondrial oxidants rapidly impair insulin-regulated GLUT4 translocation and significantly contribute to insulin resistance and that MitoPQ is an ideal tool for studying the link between mitochondrial oxidative stress and regulated GLUT4 trafficking.

Published
2018
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25. Methionine sulfoxide reductase B3 requires resolving cysteine residues for full activity and can act as a stereospecific methionine oxidase

Author

Cao, Zhenbo, Mitchell, Lorna, Hsia, Oliver, Scarpa, Miriam, Caldwell, Stuart T., Alfred, Arina D., Gennaris, Alexandra, Collet, Jean-Francois, Hartley, Richard C., and Bulleid, Neil J.

Abstract

The oxidation of methionine residues in proteins occurs during oxidative stress and can lead to an alteration in protein function. The enzyme methionine sulfoxide reductase reverses this modification. Here we characterise the mammalian enzyme methionine sulfoxide reductase B3. There are two splice variants of this enzyme that differ only in their N-terminal signal sequence, which directs the protein to either the ER or mitochondria. We demonstrate here that the enzyme can complement a bacterial strain which is dependent upon methionine sulfoxide reduction for growth, that the purified recombinant protein is enzymatically active showing stereospecificity towards R -methionine sulfoxide, and identify the active site and two resolving cysteine residues. The enzyme is efficiently recycled by thioredoxin only in the presence of both resolving cysteine residues. These results show that for this isoform of methionine sulfoxide reductase, the reduction cycle most likely proceeds through a three step process. This involves an initial sulfenylation of the active site thiol followed by the formation of an intra-chain disulfide with a resolving thiol group and completed by the reduction of this disulfide by a thioredoxin-like protein to regenerate the active site thiol. Interestingly the enzyme can also act as an oxidase catalysing the stereospecific formation of R -methionine sulfoxide. This result has important implications for the role of this enzyme in the reversible modification of ER and mitochondrial proteins.

Published
2018

26. Selective mitochondrial superoxide generation in vivo is cardioprotective through hormesis

Author

Antonucci, Salvatore, primary, Mulvey, John F., additional, Burger, Nils, additional, Di Sante, Moises, additional, Hall, Andrew R., additional, Hinchy, Elizabeth C., additional, Caldwell, Stuart T., additional, Gruszczyk, Anja V., additional, Deshwal, Soni, additional, Hartley, Richard C., additional, Kaludercic, Nina, additional, Murphy, Michael P., additional, Di Lisa, Fabio, additional, and Krieg, Thomas, additional

Published
2019
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28. Methionine sulfoxide reductase B3 requires resolving cysteine residues for full activity and can act as a stereospecific methionine oxidase.

Author

Zhenbo Cao, Mitchell, Lorna, Hsia, Oliver, Scarpa, Miriam, Caldwell, Stuart T., Alfred, Arina D., Gennaris, Alexandra, Collet, Jean-François, Hartley, Richard C., and Bulleid, Neil J.

Abstract

The oxidation of methionine residues in proteins occurs during oxidative stress and can lead to an alteration in protein function. The enzyme methionine sulfoxide reductase (Msr) reverses this modification. Here, we characterise the mammalian enzyme Msr B3. There are two splice variants of this enzyme that differ only in their N-terminal signal sequence, which directs the protein to either the endoplasmic reticulum (ER) or mitochondria. We demonstrate here that the enzyme can complement a bacterial strain, which is dependent on methionine sulfoxide reduction for growth, that the purified recombinant protein is enzymatically active showing stereospecificity towards R-methionine sulfoxide, and identify the active site and two resolving cysteine residues. The enzyme is efficiently recycled by thioredoxin only in the presence of both resolving cysteine residues. These results show that for this isoform of Msrs, the reduction cycle most likely proceeds through a three-step process. This involves an initial sulfenylation of the active site thiol followed by the formation of an intrachain disulfide with a resolving thiol group and completed by the reduction of this disulfide by a thioredoxin-like protein to regenerate the active site thiol. Interestingly, the enzyme can also act as an oxidase catalysing the stereospecific formation of R-methionine sulfoxide. This result has important implications for the role of this enzyme in the reversible modification of ER and mitochondrial proteins. [ABSTRACT FROM AUTHOR]

Published
2018
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29. Dendron-Anchored Organocatalysts: The Asymmetric Reduction Of Imines With Trichlorosilane, Catalysed By An Amino Acid-Derived Formamide Appended To A Dendron

Author

Figlus, Marek, Caldwell, Stuart T., Walas, Dawid, Yesilbag, Gulen, Cooke, Graeme, Kocovsky, Pavel, Malkov, Andrei V., and Sanyal, Amitav

Abstract

Asymmetric reduction of ketimines 1a-f with trichlorosilane can be catalysed by the Lewis-basic N-methylvaline-derived formamide anchored to a soluble dendron (11c) with good enantioselectivity (

Published
2010

31. Protein-mediated dethreading of a biotin-functionalised pseudorotaxane

Author

Caldwell, Stuart T., primary, Maclean, Catherine, additional, Riehle, Mathis, additional, Cooper, Alan, additional, Nutley, Margaret, additional, Rabani, Gouher, additional, Fitzpatrick, Brian, additional, Rotello, Vincent M., additional, Smith, Brian O., additional, Khaled, Belal, additional, Woisel, Patrice, additional, and Cooke, Graeme, additional

Published
2014
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40. Highly stable tetrathiafulvalene radical dimers in [3]catenanes

Author

Spruell, Jason M., primary, Coskun, Ali, additional, Friedman, Douglas C., additional, Forgan, Ross S., additional, Sarjeant, Amy A., additional, Trabolsi, Ali, additional, Fahrenbach, Albert C., additional, Barin, Gokhan, additional, Paxton, Walter F., additional, Dey, Sanjeev K., additional, Olson, Mark A., additional, Benítez, Diego, additional, Tkatchouk, Ekaterina, additional, Colvin, Michael T., additional, Carmielli, Raanan, additional, Caldwell, Stuart T., additional, Rosair, Georgina M., additional, Hewage, Shanika Gunatilaka, additional, Duclairoir, Florence, additional, Seymour, Jennifer L., additional, Slawin, Alexandra M. Z., additional, Goddard, William A., additional, Wasielewski, Michael R., additional, Cooke, Graeme, additional, and Stoddart, J. Fraser, additional

Published
2010
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45. LCST: a powerful tool to control complexation between a dialkoxynaphthalene-functionalised poly(N-isopropylacrylamide) and CBPQT4+ in water

Author

Bigot, Julien, primary, Bria, Marc, additional, Caldwell, Stuart T., additional, Cazaux, Frédéric, additional, Cooper, Alan, additional, Charleux, Bernadette, additional, Cooke, Graeme, additional, Fitzpatrick, Brian, additional, Fournier, David, additional, Lyskawa, Joel, additional, Nutley, Margaret, additional, Stoffelbach, François, additional, and Woisel, Patrice, additional

Published
2009
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47. Bioavailability of [2-14C]Quercetin-4′-glucoside in Rats

Author

Mullen, William, primary, Rouanet, Jean-Max, additional, Auger, Cyril, additional, Teissèdre, Pierre-Louis, additional, Caldwell, Stuart T., additional, Hartley, Richard C., additional, Lean, Micheal E. J., additional, Edwards, Christine A., additional, and Crozier, Alan, additional

Published
2008
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48. Cover Picture: Small 11/2008

Author

Jordan, Brian J., primary, Ofir, Yuval, additional, Patra, Debabrata, additional, Caldwell, Stuart T., additional, Kennedy, Andrew, additional, Joubanian, Steven, additional, Rabani, Gouher, additional, Cooke, Graeme, additional, and Rotello, Vincent M., additional

Published
2008
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