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Volumn 5, Issue 6, 2014, Pages 728-736

The synthesis and functional evaluation of a mitochondria-targeted hydrogen sulfide donor, (10-oxo-10-(4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy)decyl) triphenylphosphonium bromide (AP39)

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EID: 84901684125     PISSN: 20402503     EISSN: 20402511     Source Type: Journal    
DOI: 10.1039/c3md00323j     Document Type: Article
Times cited : (108)

References (56)
  • 1
    • 84860117196 scopus 로고    scopus 로고
    • Physiological implications of hydrogen sulfide: A whiff exploration that blossomed
    • R. Wang Physiological implications of hydrogen sulfide: a whiff exploration that blossomed Physiol. Rev. 2012 971 896
    • (2012) Physiol. Rev. , pp. 971-896
    • Wang, R.1
  • 2
    • 80052373686 scopus 로고    scopus 로고
    • Emerging role of hydrogen sulfide in health and disease: Critical appraisal of biomarkers and pharmacological tools
    • M. Whiteman S. Le Trionnaire M. Chopra B. Fox J. Whatmore Emerging role of hydrogen sulfide in health and disease: critical appraisal of biomarkers and pharmacological tools Clin. Sci. 2011 121 459 488
    • (2011) Clin. Sci. , vol.121 , pp. 459-488
    • Whiteman, M.1    Le Trionnaire, S.2    Chopra, M.3    Fox, B.4    Whatmore, J.5
  • 3
    • 84862508732 scopus 로고    scopus 로고
    • Hydrogen sulfide: A gasotransmitter of clinical relevance
    • M. S. Vandiver S. H. Snyder Hydrogen sulfide: a gasotransmitter of clinical relevance J. Mol. Med. 2012 90 255 263
    • (2012) J. Mol. Med. , vol.90 , pp. 255-263
    • Vandiver, M.S.1    Snyder, S.H.2
  • 5
    • 84873467050 scopus 로고    scopus 로고
    • Intramitochondrial hydrogen sulfide production by 3-mercaptopyruvate sulfurtransferase maintains mitochondrial electron flow and supports cellular bioenergetics
    • K. Módis C. Coletta K. Erdélyi A. Papapetropoulos C. Szabo Intramitochondrial hydrogen sulfide production by 3-mercaptopyruvate sulfurtransferase maintains mitochondrial electron flow and supports cellular bioenergetics FASEB J. 2013 27 601 611
    • (2013) FASEB J. , vol.27 , pp. 601-611
    • Módis, K.1    Coletta, C.2    Erdélyi, K.3    Papapetropoulos, A.4    Szabo, C.5
  • 10
    • 79251606051 scopus 로고    scopus 로고
    • Hydrogen sulfide-mediated cardioprotection: Mechanisms and therapeutic potential
    • M. Lavu S. Bhushan D. J. Lefer Hydrogen sulfide-mediated cardioprotection: mechanisms and therapeutic potential Clin. Sci. 2010 120 219 229
    • (2010) Clin. Sci. , vol.120 , pp. 219-229
    • Lavu, M.1    Bhushan, S.2    Lefer, D.J.3
  • 12
    • 58249093939 scopus 로고    scopus 로고
    • How mitochondria produce reactive oxygen species
    • M. P. Murphy How mitochondria produce reactive oxygen species Biochem. J. 2009 417 1 13
    • (2009) Biochem. J. , vol.417 , pp. 1-13
    • Murphy, M.P.1
  • 14
    • 43249105340 scopus 로고    scopus 로고
    • Characterisation of a novel, water-soluble hydrogen sulfide-releasing molecule (GYY4137). New insights into the biology of hydrogen sulfide
    • L. Li M. Whiteman Y. Y. Guan K. L. Neo Y. Cheng S. W. Lee Y. Zhao R. Baskar C. H. Tan P. K. Moore Characterisation of a novel, water-soluble hydrogen sulfide-releasing molecule (GYY4137). New insights into the biology of hydrogen sulfide Circulation 2008 117 2351 2360
    • (2008) Circulation , vol.117 , pp. 2351-2360
    • Li, L.1    Whiteman, M.2    Guan, Y.Y.3    Neo, K.L.4    Cheng, Y.5    Lee, S.W.6    Zhao, Y.7    Baskar, R.8    Tan, C.H.9    Moore, P.K.10
  • 15
    • 84866918176 scopus 로고    scopus 로고
    • 2S generating compound, GYY4137 relaxes spontaneous and oxytocin-stimulated contractions of human and rat pregnant myometrium
    • 2S generating compound, GYY4137 relaxes spontaneous and oxytocin-stimulated contractions of human and rat pregnant myometrium PLoS One 2012 7 e46278
    • (2012) PLoS One , vol.7 , pp. 46278
    • Robinson, H.1    Wray, S.2
  • 16
    • 84866732949 scopus 로고    scopus 로고
    • Hydrogen sulfide modulates the release of nitric oxide and VEGF in human keratinocytes
    • S. Merighi S. Gessi K. Varani D. Fazzi P. A. Borea Hydrogen sulfide modulates the release of nitric oxide and VEGF in human keratinocytes Pharmacol. Res. 2012 66 428 436
    • (2012) Pharmacol. Res. , vol.66 , pp. 428-436
    • Merighi, S.1    Gessi, S.2    Varani, K.3    Fazzi, D.4    Borea, P.A.5
  • 18
    • 67349096307 scopus 로고    scopus 로고
    • GYY4137, a novel; Hydrogen sulfide-releasing molecule, protects against endotoxic shock in the rat
    • L. Li M. Salto-Tellez C. H. Tan M. Whiteman P. K. Moore GYY4137, a novel; hydrogen sulfide-releasing molecule, protects against endotoxic shock in the rat Free Radicals Biol. Med. 2009 47 103 113
    • (2009) Free Radicals Biol. Med. , vol.47 , pp. 103-113
    • Li, L.1    Salto-Tellez, M.2    Tan, C.H.3    Whiteman, M.4    Moore, P.K.5
  • 19
    • 77950843215 scopus 로고    scopus 로고
    • The effect of hydrogen sulfide donors on lipopolysaccharide-induced formation of inflammatory mediators in macrophages
    • M. Whiteman L. Li P. Rose C. H. Tan D. B. Parkinson P. K. Moore The effect of hydrogen sulfide donors on lipopolysaccharide-induced formation of inflammatory mediators in macrophages Antioxid. Redox Signaling 2010 12 1147 1154
    • (2010) Antioxid. Redox Signaling , vol.12 , pp. 1147-1154
    • Whiteman, M.1    Li, L.2    Rose, P.3    Tan, C.H.4    Parkinson, D.B.5    Moore, P.K.6
  • 20
    • 84875778385 scopus 로고    scopus 로고
    • The complex effects of the slow-releasing hydrogen sulfide donor GYY4137 in a model of acute joint inflammation and in human cartilage cells
    • L. Li B. Fox J. Keeble M. Salto-Tellez P. G. Winyard M. E. Wood P. K. Moore M. Whiteman The complex effects of the slow-releasing hydrogen sulfide donor GYY4137 in a model of acute joint inflammation and in human cartilage cells J. Cell. Mol. Med. 2013 17 365 376
    • (2013) J. Cell. Mol. Med. , vol.17 , pp. 365-376
    • Li, L.1    Fox, B.2    Keeble, J.3    Salto-Tellez, M.4    Winyard, P.G.5    Wood, M.E.6    Moore, P.K.7    Whiteman, M.8
  • 25
    • 84864226692 scopus 로고    scopus 로고
    • Hydrogen sulfide: A rescue molecule for mucosal defence and repair
    • J. L. Wallace Hydrogen sulfide: a rescue molecule for mucosal defence and repair Dig. Dis. Sci. 2012 57 1432 1434
    • (2012) Dig. Dis. Sci. , vol.57 , pp. 1432-1434
    • Wallace, J.L.1
  • 27
    • 84884965963 scopus 로고    scopus 로고
    • Hydrogen sulfide-based therapeutics and gastrointestinal disease: Translating physiology to treatments
    • M. V. Chan J. L. Wallace Hydrogen sulfide-based therapeutics and gastrointestinal disease: Translating physiology to treatments Am. J. Physiol.: Gastrointest. Liver Physiol. 2013 305 G467 G473
    • (2013) Am. J. Physiol.: Gastrointest. Liver Physiol. , vol.305
    • Chan, M.V.1    Wallace, J.L.2
  • 28
    • 84887115583 scopus 로고    scopus 로고
    • A hydrogen sulfide-releasing cyclooxygenase inhibitor markedly accelerates recovery from experimental spinal cord injury
    • M. Campolo E. Esposito A. Ahmad R. Di Paola J. L. Wallace S. Cuzzocrea A hydrogen sulfide-releasing cyclooxygenase inhibitor markedly accelerates recovery from experimental spinal cord injury FASEB J. 2013 27 4489 4499
    • (2013) FASEB J. , vol.27 , pp. 4489-4499
    • Campolo, M.1    Esposito, E.2    Ahmad, A.3    Di Paola, R.4    Wallace, J.L.5    Cuzzocrea, S.6
  • 31
    • 84876503415 scopus 로고    scopus 로고
    • Identification of cystathionine β-synthase inhibitors using a hydrogen sulfide selective probe
    • M. K. Thorson T. Majtan J. P. Kraus A. M. Barrios Identification of cystathionine β-synthase inhibitors using a hydrogen sulfide selective probe Angew. Chem., Int. Ed. 2013 52 4641 4644
    • (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 4641-4644
    • Thorson, M.K.1    Majtan, T.2    Kraus, J.P.3    Barrios, A.M.4
  • 32
    • 84872069009 scopus 로고    scopus 로고
    • Fluorescent probe for highly selective and sensitive detection of hydrogen sulfide in living cells and cardiac tissues
    • B. Chen W. Li C. Lv M. Zhao H. Jin J. Du L. Zhang X. Tang Fluorescent probe for highly selective and sensitive detection of hydrogen sulfide in living cells and cardiac tissues Analyst 2013 138 946 951
    • (2013) Analyst , vol.138 , pp. 946-951
    • Chen, B.1    Li, W.2    Lv, C.3    Zhao, M.4    Jin, H.5    Du, J.6    Zhang, L.7    Tang, X.8
  • 33
    • 33845610151 scopus 로고    scopus 로고
    • Synthesis of (S)-(+)-enantiomers of food-relevant (n-5)-monoenoic acid saturated anteiso-fatty acids by a Wittig reaction
    • S. Thurnhofer W. Vetter Synthesis of (S)-(+)-enantiomers of food-relevant (n-5)-monoenoic acid saturated anteiso-fatty acids by a Wittig reaction Tetrahedron 2007 63 1140 1145
    • (2007) Tetrahedron , vol.63 , pp. 1140-1145
    • Thurnhofer, S.1    Vetter, W.2
  • 34
    • 84872159164 scopus 로고    scopus 로고
    • Quantitative targeted absolute proteomic analysis of transporters, receptors and junction proteins for validation of human cerebral microvascular endothelial cell line hCMEC/D3 as a human blood-brain barrier model
    • S. Ohtsuki C. Ikeda Y. Uchida Y. Sakamoto F. Miller F. Glacial X. Decleves J. M. Scherrmann P. O. Couraud Y. Kubo M. Tachikawa T. Terasaki Quantitative targeted absolute proteomic analysis of transporters, receptors and junction proteins for validation of human cerebral microvascular endothelial cell line hCMEC/D3 as a human blood-brain barrier model Mol. Pharm. 2013 10 289 296
    • (2013) Mol. Pharm. , vol.10 , pp. 289-296
    • Ohtsuki, S.1    Ikeda, C.2    Uchida, Y.3    Sakamoto, Y.4    Miller, F.5    Glacial, F.6    Decleves, X.7    Scherrmann, J.M.8    Couraud, P.O.9    Kubo, Y.10    Tachikawa, M.11    Terasaki, T.12
  • 36
    • 84876161205 scopus 로고    scopus 로고
    • The hCMEC/D3 cell line as a model for the human blood brain barrier
    • B. Weksler I. A. Romero D. Couraud The hCMEC/D3 cell line as a model for the human blood brain barrier Fluids Barriers CNS 2013 10 16
    • (2013) Fluids Barriers CNS , vol.10 , pp. 16
    • Weksler, B.1    Romero, I.A.2    Couraud, D.3
  • 37
    • 84875535969 scopus 로고    scopus 로고
    • Paracellular barrier and tight junction protein expression in the immortalized brain endothelial cell lines bEND.3, bEND.5 and mouse brain endothelial cell 4
    • T. Watanabe S. Dohgu F. Takata T. Nishioku A. Nakashima K. Futagami A. Yamauchi Y. Kataoka Paracellular barrier and tight junction protein expression in the immortalized brain endothelial cell lines bEND.3, bEND.5 and mouse brain endothelial cell 4 Biol. Pharm. Bull. 2013 36 492 495
    • (2013) Biol. Pharm. Bull. , vol.36 , pp. 492-495
    • Watanabe, T.1    Dohgu, S.2    Takata, F.3    Nishioku, T.4    Nakashima, A.5    Futagami, K.6    Yamauchi, A.7    Kataoka, Y.8
  • 38
    • 84877574716 scopus 로고    scopus 로고
    • 2-induced intercellular adhesion molecule-1 expression is mediated by cAMP/Epac signalling modules in bEnd.3 brain endothelial cells
    • 2-induced intercellular adhesion molecule-1 expression is mediated by cAMP/Epac signalling modules in bEnd.3 brain endothelial cells Br. J. Pharmacol. 2013 169 604 618
    • (2013) Br. J. Pharmacol. , vol.169 , pp. 604-618
    • Park, T.Y.1    Baik, E.J.2    Lee, S.H.3
  • 39
    • 34247598856 scopus 로고    scopus 로고
    • Endothelia mitochondria: Contributing to vascular function and disease
    • S. M. Davidson M. R. Duchen Endothelia mitochondria: Contributing to vascular function and disease Circ. Res. 2007 100 1128 1141
    • (2007) Circ. Res. , vol.100 , pp. 1128-1141
    • Davidson, S.M.1    Duchen, M.R.2
  • 40
    • 0034634281 scopus 로고    scopus 로고
    • Endothelial dysfunction in cardiovascular disease: The role of oxidative stress
    • H. Cai D. G. Harrison Endothelial dysfunction in cardiovascular disease: The role of oxidative stress Circ. Res. 2000 87 840 844
    • (2000) Circ. Res. , vol.87 , pp. 840-844
    • Cai, H.1    Harrison, D.G.2
  • 42
    • 19444362449 scopus 로고    scopus 로고
    • Hypochlorous acid induced mitochondrial dysfunction and apoptosis in human hepatoma HepG2 and fetal liver cells: Role of mitochondrial permeability transition
    • M. Whiteman P. Rose J. L. Siau N. S. Cheung G. S. Tan B. Halliwell J. S. Armstrong Hypochlorous acid induced mitochondrial dysfunction and apoptosis in human hepatoma HepG2 and fetal liver cells: role of mitochondrial permeability transition Free Radicals Biol. Med. 2005 38 1571 1584
    • (2005) Free Radicals Biol. Med. , vol.38 , pp. 1571-1584
    • Whiteman, M.1    Rose, P.2    Siau, J.L.3    Cheung, N.S.4    Tan, G.S.5    Halliwell, B.6    Armstrong, J.S.7
  • 46
    • 63049105151 scopus 로고    scopus 로고
    • Hydrogen sulfide and the vasculature: A novel vasculoprotective entity and regulator of nitric oxide bioavailability?
    • M. Whiteman P. K. Moore Hydrogen sulfide and the vasculature: a novel vasculoprotective entity and regulator of nitric oxide bioavailability? J. Cell. Mol. Med. 2009 13 488 507
    • (2009) J. Cell. Mol. Med. , vol.13 , pp. 488-507
    • Whiteman, M.1    Moore, P.K.2
  • 47
  • 48
    • 84891768231 scopus 로고    scopus 로고
    • Cystathionine γ-lyase deficiency protects mice from galactosamine/lipopolysaccharide-induced acute liver failure
    • K. Shirozu K. Tokuda E. Marutani D. Leferm R. Wangm F. Ichinose Cystathionine γ-lyase deficiency protects mice from galactosamine/ lipopolysaccharide-induced acute liver failure Antioxid. Redox Signaling 2014 20 204 216
    • (2014) Antioxid. Redox Signaling , vol.20 , pp. 204-216
    • Shirozu, K.1    Tokuda, K.2    Marutani, E.3    Leferm, D.4    Wangm, R.5    Ichinose, F.6
  • 49
    • 78650489401 scopus 로고    scopus 로고
    • Hydrogen sulfide protects amyloid-β induced cell toxicity in microglia
    • Y. Y. Liu J. S. Bian Hydrogen sulfide protects amyloid-β induced cell toxicity in microglia J. Alzheimer's Dis. 2010 22 1189 1200
    • (2010) J. Alzheimer's Dis. , vol.22 , pp. 1189-1200
    • Liu, Y.Y.1    Bian, J.S.2
  • 50
    • 67651151032 scopus 로고    scopus 로고
    • Hydrogen sulfide inhibits MPP(+)-induced apoptosis in PC12 cells
    • W. L. Yin J. Q. He B. Hu Z. S. Jiang X. Q. Tang Hydrogen sulfide inhibits MPP(+)-induced apoptosis in PC12 cells Life Sci. 2009 269 275
    • (2009) Life Sci. , pp. 269-275
    • Yin, W.L.1    He, J.Q.2    Hu, B.3    Jiang, Z.S.4    Tang, X.Q.5
  • 52
    • 78449276447 scopus 로고    scopus 로고
    • Hydrogen sulfide protects against vascular remodeling from endothelial damage
    • T. P. Vacek W. Gillespie N. Tyagi J. C. Vacek S. C. Tyagi Hydrogen sulfide protects against vascular remodeling from endothelial damage Amino Acids 2010 39 1161 1169
    • (2010) Amino Acids , vol.39 , pp. 1161-1169
    • Vacek, T.P.1    Gillespie, W.2    Tyagi, N.3    Vacek, J.C.4    Tyagi, S.C.5
  • 54
    • 84876470345 scopus 로고    scopus 로고
    • Oxidative stress suppresses the cellular bioenergetic effect of the 3-mercaptopyruvate sulfurtransferase/hydrogen sulfide pathway
    • K. Módis A. Asimakopoulou C. Coletta A. Papapetropoulos C. Szabo Oxidative stress suppresses the cellular bioenergetic effect of the 3-mercaptopyruvate sulfurtransferase/hydrogen sulfide pathway Biochem. Biophys. Res. Commun. 2013 433 401 407
    • (2013) Biochem. Biophys. Res. Commun. , vol.433 , pp. 401-407
    • Módis, K.1    Asimakopoulou, A.2    Coletta, C.3    Papapetropoulos, A.4    Szabo, C.5
  • 55
    • 84880690612 scopus 로고    scopus 로고
    • Tumor-derived hydrogen sulfide, produced by cystathionine-β- synthase, stimulates bioenergetics, cell proliferation, and angiogenesis in colon cancer
    • C. Szabo C. Coletta C. Chao K. Módis B. Szczesny A. Papapetropoulos M. R. Hellmich Tumor-derived hydrogen sulfide, produced by cystathionine-β-synthase, stimulates bioenergetics, cell proliferation, and angiogenesis in colon cancer Proc. Natl. Acad. Sci. U. S. A. 2013 110 12474 12479
    • (2013) Proc. Natl. Acad. Sci. U. S. A. , vol.110 , pp. 12474-12479
    • Szabo, C.1    Coletta, C.2    Chao, C.3    Módis, K.4    Szczesny, B.5    Papapetropoulos, A.6    Hellmich, M.R.7
  • 56
    • 84881101982 scopus 로고    scopus 로고
    • Oxygen-sensitive mitochondrial accumulation of cystathionine β-synthase mediated by Lon protease
    • H. Teng B. Wu K. Zhao G. Yang L. Wu R. Wang Oxygen-sensitive mitochondrial accumulation of cystathionine β-synthase mediated by Lon protease Proc. Natl. Acad. Sci. U. S. A. 2013 110 12679 12684
    • (2013) Proc. Natl. Acad. Sci. U. S. A. , vol.110 , pp. 12679-12684
    • Teng, H.1    Wu, B.2    Zhao, K.3    Yang, G.4    Wu, L.5    Wang, R.6


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