A glutathione S-transferase pi-activated prodrug causes kinase activation concurrent with S-glutathionylation of proteins.

PubWeight™: 1.44‹?› | Rank: Top 5%

🔗 View Article (PMID 16288082)

Published in Mol Pharmacol on November 15, 2005

Authors

Danyelle M Townsend1, Victoria J Findlay, Farit Fazilev, Molly Ogle, Jacob Fraser, Joseph E Saavedra, Xinhua Ji, Larry K Keefer, Kenneth D Tew

Author Affiliations

1: Department of Pharmaceutical Science, Medical University of South Carolina, Charleston, 29425, USA.

Articles citing this

Molecular mechanisms and clinical implications of reversible protein S-glutathionylation. Antioxid Redox Signal (2008) 2.67

Cysteine-mediated redox signaling: chemistry, biology, and tools for discovery. Chem Rev (2013) 2.02

Novel role for glutathione S-transferase pi. Regulator of protein S-Glutathionylation following oxidative and nitrosative stress. J Biol Chem (2008) 1.91

Glutathione homeostasis and functions: potential targets for medical interventions. J Amino Acids (2012) 1.77

S-glutathionylation: from molecular mechanisms to health outcomes. Antioxid Redox Signal (2011) 1.49

Top-down proteomics reveals a unique protein S-thiolation switch in Salmonella Typhimurium in response to infection-like conditions. Proc Natl Acad Sci U S A (2013) 1.46

Causes and consequences of cysteine S-glutathionylation. J Biol Chem (2013) 1.43

Glutathione S-transferase P influences redox and migration pathways in bone marrow. PLoS One (2014) 1.38

NOV-002, a glutathione disulfide mimetic, as a modulator of cellular redox balance. Cancer Res (2008) 1.37

Genetic disruption of the Nrf2 compromises cell-cycle progression by impairing GSH-induced redox signaling. Oncogene (2008) 1.31

Nitrosative stress-induced s-glutathionylation of protein disulfide isomerase leads to activation of the unfolded protein response. Cancer Res (2009) 1.27

The role of glutathione S-transferase P in signaling pathways and S-glutathionylation in cancer. Free Radic Biol Med (2011) 1.22

The natural product avrainvillamide binds to the oncoprotein nucleophosmin. J Am Chem Soc (2007) 1.07

Stabilization of the nitric oxide (NO) prodrugs and anticancer leads, PABA/NO and Double JS-K, through incorporation into PEG-protected nanoparticles. Mol Pharm (2010) 1.07

Protein cysteine sulfinic acid reductase (sulfiredoxin) as a regulator of cell proliferation and drug response. Oncogene (2008) 1.05

Protein S-glutathiolation: redox-sensitive regulation of protein function. J Mol Cell Cardiol (2011) 0.99

JS-K, a glutathione S-transferase-activated nitric oxide donor with antineoplastic activity in malignant gliomas. Neurosurgery (2012) 0.98

Selective targeting of the cysteine proteome by thioredoxin and glutathione redox systems. Mol Cell Proteomics (2013) 0.93

Allelic variants of glutathione S-transferase P1-1 differentially mediate the peroxidase function of peroxiredoxin VI and alter membrane lipid peroxidation. Free Radic Biol Med (2012) 0.92

JS-K has potent anti-angiogenic activity in vitro and inhibits tumour angiogenesis in a multiple myeloma model in vivo. J Pharm Pharmacol (2010) 0.91

Gene expression profiling for nitric oxide prodrug JS-K to kill HL-60 myeloid leukemia cells. Genomics (2009) 0.91

Protein Disulfide Isomerase Superfamily in Disease and the Regulation of Apoptosis. Endoplasmic Reticulum Stress Dis (2014) 0.89

Diazeniumdiolate mediated nitrosative stress alters nitric oxide homeostasis through intracellular calcium and S-glutathionylation of nitric oxide synthetase. PLoS One (2010) 0.89

Nitrosative stress-induced S-glutathionylation of protein disulfide isomerase. Methods Enzymol (2011) 0.89

JS-K, an arylating nitric oxide (NO) donor, has synergistic anti-leukemic activity with cytarabine (ARA-C). Leuk Res (2009) 0.88

Aryl bis(diazeniumdiolates): potent inducers of S-glutathionylation of cellular proteins and their in vitro antiproliferative activities. J Med Chem (2008) 0.88

S-Glutathionylation of Protein Disulfide Isomerase Regulates Estrogen Receptor α Stability and Function. Int J Cell Biol (2012) 0.86

Identification of glutathione sulfotransferase-pi (GSTP1) as a new resveratrol targeting protein (RTP) and studies of resveratrol-responsive protein changes by resveratrol affinity chromatography. Anticancer Res (2008) 0.85

Labeling of oxidizable proteins with a photoactivatable analog of the antitumor agent DMXAA: evidence for redox signaling in its mode of action. Neoplasia (2010) 0.85

Pleiotropic functions of glutathione S-transferase P. Adv Cancer Res (2014) 0.84

Cellular resistance to a nitric oxide releasing glutathione S-transferase P-activated prodrug, PABA/NO. Invest New Drugs (2010) 0.83

Protein glutathionylation in cardiovascular diseases. Int J Mol Sci (2013) 0.83

Growth-inhibitory and chemosensitizing effects of the glutathione-S-transferase-π-activated nitric oxide donor PABA/NO in malignant gliomas. Int J Cancer (2011) 0.82

Mitochondrial matters of the heart: a plethora of regulatory modes to maintain function for a long lifetime. J Bioenerg Biomembr (2009) 0.80

Identification of protein targets of reactive metabolites of tienilic acid in human hepatocytes. Chem Res Toxicol (2012) 0.79

S-glutathionylated serine proteinase inhibitors as plasma biomarkers in assessing response to redox-modulating drugs. Cancer Res (2012) 0.79

Cross-linking protein glutathionylation mediated by O2-arylated bis-diazeniumdiolate "Double JS-K". Chem Res Toxicol (2012) 0.78

Cellular redox imbalance and changes of protein S-glutathionylation patterns are associated with senescence induced by oncogenic H-ras. PLoS One (2012) 0.78

A redox mechanism underlying nucleolar stress sensing by nucleophosmin. Nat Commun (2016) 0.75

Articles by these authors

The importance of glutathione in human disease. Biomed Pharmacother (2003) 3.61

The role of glutathione-S-transferase in anti-cancer drug resistance. Oncogene (2003) 3.10

Structural insight into the mechanism of double-stranded RNA processing by ribonuclease III. Cell (2006) 2.15

Noncatalytic assembly of ribonuclease III with double-stranded RNA. Structure (2004) 2.04

JS-K, a glutathione/glutathione S-transferase-activated nitric oxide donor of the diazeniumdiolate class with potent antineoplastic activity. Mol Cancer Ther (2003) 2.01

Crystal structure of the broadly cross-reactive HIV-1-neutralizing Fab X5 and fine mapping of its epitope. Biochemistry (2004) 2.01

Novel role for glutathione S-transferase pi. Regulator of protein S-Glutathionylation following oxidative and nitrosative stress. J Biol Chem (2008) 1.91

Quantitative measurement of endogenous estrogens and estrogen metabolites in human serum by liquid chromatography-tandem mass spectrometry. Anal Chem (2007) 1.91

Structure of severe acute respiratory syndrome coronavirus receptor-binding domain complexed with neutralizing antibody. J Biol Chem (2006) 1.90

JS-K, a GST-activated nitric oxide generator, induces DNA double-strand breaks, activates DNA damage response pathways, and induces apoptosis in vitro and in vivo in human multiple myeloma cells. Blood (2007) 1.89

Distinct regulatory proteins control the graded transcriptional response to increasing H(2)O(2) levels in fission yeast Schizosaccharomyces pombe. Mol Biol Cell (2002) 1.86

Structure of RapA, a Swi2/Snf2 protein that recycles RNA polymerase during transcription. Structure (2008) 1.86

Measuring fifteen endogenous estrogens simultaneously in human urine by high-performance liquid chromatography-mass spectrometry. Anal Chem (2005) 1.85

Allosteric activation of E2-RING finger-mediated ubiquitylation by a structurally defined specific E2-binding region of gp78. Mol Cell (2009) 1.83

Trace elements in human physiology and pathology: zinc and metallothioneins. Biomed Pharmacother (2003) 1.79

Antitumor activity of JS-K [O2-(2,4-dinitrophenyl) 1-[(4-ethoxycarbonyl)piperazin-1-yl]diazen-1-ium-1,2-diolate] and related O2-aryl diazeniumdiolates in vitro and in vivo. J Med Chem (2006) 1.79

Chemistry of the nitric oxide-releasing diazeniumdiolate ("nitrosohydroxylamine") functional group and its oxygen-substituted derivatives. Chem Rev (2002) 1.78

Molecular modes of action of artesunate in tumor cell lines. Mol Pharmacol (2003) 1.66

A 2-Cys peroxiredoxin regulates peroxide-induced oxidation and activation of a stress-activated MAP kinase. Mol Cell (2004) 1.65

A novel role for human sulfiredoxin in the reversal of glutathionylation. Cancer Res (2006) 1.64

Hydrolytic reactivity trends among potential prodrugs of the O2-glycosylated diazeniumdiolate family. Targeting nitric oxide to macrophages for antileishmanial activity. J Med Chem (2008) 1.62

Estrogen metabolism and risk of breast cancer in postmenopausal women. J Natl Cancer Inst (2012) 1.53

S-glutathionylation: from molecular mechanisms to health outcomes. Antioxid Redox Signal (2011) 1.49

Protective effects of a glutathione disulfide mimetic (NOV-002) against cisplatin induced kidney toxicity. Biomed Pharmacother (2009) 1.49

Oxidation of a eukaryotic 2-Cys peroxiredoxin is a molecular switch controlling the transcriptional response to increasing levels of hydrogen peroxide. J Biol Chem (2005) 1.47

Nitric oxide and nanotechnology: a novel approach to inhibit neointimal hyperplasia. J Vasc Surg (2008) 1.47

A stepwise model for double-stranded RNA processing by ribonuclease III. Mol Microbiol (2007) 1.44

Causes and consequences of cysteine S-glutathionylation. J Biol Chem (2013) 1.43

The role of estrogen receptor α and β in regulating vascular smooth muscle cell proliferation is based on sex. J Surg Res (2011) 1.41

NOV-002, a glutathione disulfide mimetic, as a modulator of cellular redox balance. Cancer Res (2008) 1.37

Synthesis, mechanistic studies, and anti-proliferative activity of glutathione/glutathione S-transferase-activated nitric oxide prodrugs. Bioorg Med Chem (2008) 1.31

Beneficial effect of a short-acting NO donor for the prevention of neointimal hyperplasia. Free Radic Biol Med (2007) 1.30

PABA/NO as an anticancer lead: analogue synthesis, structure revision, solution chemistry, reactivity toward glutathione, and in vitro activity. J Med Chem (2006) 1.30

Urinary estrogens and estrogen metabolites and subsequent risk of breast cancer among premenopausal women. Cancer Res (2011) 1.28

A liquid chromatography-mass spectrometry method for the quantitative analysis of urinary endogenous estrogen metabolites. Nat Protoc (2007) 1.28

Nitrosative stress-induced s-glutathionylation of protein disulfide isomerase leads to activation of the unfolded protein response. Cancer Res (2009) 1.27

Tumor cell responses to a novel glutathione S-transferase-activated nitric oxide-releasing prodrug. Mol Pharmacol (2004) 1.27

Comparison of the NO and HNO donating properties of diazeniumdiolates: primary amine adducts release HNO in Vivo. J Med Chem (2005) 1.26

The nitric oxide prodrug JS-K is effective against non-small-cell lung cancer cells in vitro and in vivo: involvement of reactive oxygen species. J Pharmacol Exp Ther (2010) 1.23

A spring-loaded state of NusG in its functional cycle is suggested by X-ray crystallography and supported by site-directed mutants. Biochemistry (2003) 1.22

JS-K, a novel non-ionic diazeniumdiolate derivative, inhibits Hep 3B hepatoma cell growth and induces c-Jun phosphorylation via multiple MAP kinase pathways. J Cell Physiol (2003) 1.18

Biochemical and biological studies of mouse APOBEC3. J Virol (2014) 1.14

Glutathione S-transferases as regulators of kinase pathways and anticancer drug targets. Methods Enzymol (2005) 1.13

Heightened efficacy of nitric oxide-based therapies in type II diabetes mellitus and metabolic syndrome. Am J Physiol Heart Circ Physiol (2008) 1.13

Macrophage-dependent nitric oxide expression regulates tumor cell detachment and metastasis after IL-2/anti-CD40 immunotherapy. J Exp Med (2010) 1.12

Structure of ERA in complex with the 3' end of 16S rRNA: implications for ribosome biogenesis. Proc Natl Acad Sci U S A (2009) 1.11

JS-K, a nitric oxide prodrug, induces cytochrome c release and caspase activation in HL-60 myeloid leukemia cells. Leuk Res (2006) 1.11

TIMP-2 mediates the anti-invasive effects of the nitric oxide-releasing prodrug JS-K in breast cancer cells. Breast Cancer Res (2008) 1.11

O2-acetoxymethyl-protected diazeniumdiolate-based NSAIDs (NONO-NSAIDs): synthesis, nitric oxide release, and biological evaluation studies. Bioorg Med Chem (2007) 1.11

Nitric oxide prodrugs and metallochemotherapeutics: JS-K and CB-3-100 enhance arsenic and cisplatin cytolethality by increasing cellular accumulation. Mol Cancer Ther (2004) 1.11

Mechanisms and functional consequences of PDEF protein expression loss during prostate cancer progression. Prostate (2011) 1.10

Redox metabolism and malignancy. Curr Opin Pharmacol (2010) 1.10

HNO and NO release from a primary amine-based diazeniumdiolate as a function of pH. Inorg Chem (2011) 1.10

Comparison of liquid chromatography-tandem mass spectrometry, RIA, and ELISA methods for measurement of urinary estrogens. Cancer Epidemiol Biomarkers Prev (2010) 1.10

Structural basis for the function of stringent starvation protein a as a transcription factor. J Biol Chem (2005) 1.08

Stabilization of the nitric oxide (NO) prodrugs and anticancer leads, PABA/NO and Double JS-K, through incorporation into PEG-protected nanoparticles. Mol Pharm (2010) 1.07

Defining ETS transcription regulatory networks and their contribution to breast cancer progression. J Cell Biochem (2007) 1.07

Global gene expression analysis identifies PDEF transcriptional networks regulating cell migration during cancer progression. Mol Biol Cell (2008) 1.06

Increased myeloproliferation in glutathione S-transferase pi-deficient mice is associated with a deregulation of JNK and Janus kinase/STAT pathways. J Biol Chem (2003) 1.06

NOV-002, a mimetic of glutathione disulfide. Expert Opin Investig Drugs (2008) 1.05

Dual mechanisms of HNO generation by a nitroxyl prodrug of the diazeniumdiolate (NONOate) class. J Am Chem Soc (2010) 1.05

DL-3-n-butylphthalide prevents neuronal cell death after focal cerebral ischemia in mice via the JNK pathway. Brain Res (2010) 1.05

Allosteric regulation of E2:E3 interactions promote a processive ubiquitination machine. EMBO J (2013) 1.05

Redesign of a four-helix bundle protein by phage display coupled with proteolysis and structural characterization by NMR and X-ray crystallography. J Mol Biol (2002) 1.04

Nitric oxide releasing polyurethanes with covalently linked diazeniumdiolated secondary amines. Biomacromolecules (2006) 1.04

Structure of an isolated unglycosylated antibody C(H)2 domain. Acta Crystallogr D Biol Crystallogr (2008) 1.03

Intermediate states of ribonuclease III in complex with double-stranded RNA. Structure (2005) 1.03

Crystal structure of shikimate kinase from Mycobacterium tuberculosis reveals the dynamic role of the LID domain in catalysis. J Mol Biol (2002) 1.03

MicroRNA-510 promotes cell and tumor growth by targeting peroxiredoxin1 in breast cancer. Breast Cancer Res (2013) 1.03

Erythropoietin prevents blood brain barrier damage induced by focal cerebral ischemia in mice. Neurochem Res (2007) 1.02

The nitric oxide donor, V-PYRRO/NO, protects against acetaminophen-induced hepatotoxicity in mice. Hepatology (2003) 1.02

Chemistry of the diazeniumdiolates. O- versus N-alkylation of the RNH[N(O)NO](-) ion. J Am Chem Soc (2004) 1.02

RNase III: Genetics and function; structure and mechanism. Annu Rev Genet (2013) 1.01

Role of glutathione S-transferase Pi in cisplatin-induced nephrotoxicity. Biomed Pharmacother (2008) 1.01