Cited by 1,683Sulfur Compounds in BiologyGlutathione Transferases and PolymorphismsAmino Acid Enzymes and Metabolism

The DOI matches its Crossref record; 10 of the 10 references it cites were found in a registry or an index.

Potent and specific inhibition of glutathione synthesis by buthionine sulfoximine (S-n-butyl homocysteine sulfoximine).

Open access

Griffith, O.W., Meister, A.·1979·Journal of Biological Chemistry

Open this paper in CoChat — free account

Abstract

Buthionine sulfoximine (S-n-butyl homocysteine sulfoximine), the most potent of a series of analogs of methionine sulfoximine thus far studied (Griffith, O.W., Anderson, M.E., and Meister, A. (1979) J. Biol. Chem. 254, 1205-1210), inhibited gamma-glutamylcysteine synthetase about 20 times more effectively than did prothionine sulfoximine and at least 100 times more effectively than methionine sulfoximine. The findings support the conclusion that the S-alkyl moiety of the sulfoximine binds at the enzyme site that normally binds the acceptor amino acid. Thus, the affinity of the enzyme for the S-ethyl, S-n-propyl, and S-n-butyl sulfoximines increases in a manner which is parallel to those of the corresponding isosteric acceptor amino acid substrates, i.e. glycine, alanine, and alpha-aminobutyrate. Buthionine sulfoximine did not inhibit glutamine synthetase detectably, nor did it produce convulsions when injected into mice. Injection of buthionine sulfoximine into mice decreased the level of glutathione in the kidney to a greater extent (less than 20% of the control level) than found previously after giving prothionine sulfoximine. alpha-Methyl buthionine sulfoximine was also prepared and found to be almost as effective as buthionine sulfoximine; this compound would not be expected to undergo substantial degradative metabolism. Buthionine sulfoximine and alpha-methyl buthionine sulfoximine may be useful agents for inhibition of glutathione synthesis in various experimental systems.

Integrity signals

Registry

Crossref · 10.1016/s0021-9258(18)35980-5

Cites

10 of 10 references verified0 citation errors · 0 not checkable

Statistics

Recomputing p-values needs the paper’s full text.

Claims the paper makes

We couldn’t retrieve this paper’s full text, so its claims and self-check weren’t run. The registry and citation checks still apply.

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

Mechanism of inhibition of glutamine synthetase by methionine sulfoximine
Ronzio, R. A., Rowe, W. B., & Meister, A. (1969) · Biochemistry · doi:10.1021/bi00831a038 · Cited by 327
Self-citation
Inhibition of glutathione biosynthesis by prothionine sulfoximine (S-n-propyl homocysteine sulfoximine), a selective inhibitor of gamma-glutamylcysteine synthetase.
Griffith, O. W., Anderson, M. E., & Meister, A. (1979) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(17)34188-1 · Cited by 172
Self-citation
Identification of L-methionine S-sulfoximine as the diastereoisomer of L-methionine SR-sulfoximine that inhibits glutamine synthetase
Manning, J. M., Moore, S., Rowe, W. B., & Meister, A. (1969) · Biochemistry · doi:10.1021/bi00834a066 · Cited by 166
Self-citation
Phosphorylation of methionine sulfoximine by glutamine synthetase.
Ronzio, R. A., & Meister, A. (1968) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.59.1.164 · Cited by 156
Self-citation
gamma-Glutamylcysteine synthetase. Further purification, "half of the sites" reactivity, subunits, and specificity.
Sekura, R. D., & Meister, A. (1977) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(17)40500-x · Cited by 149
Self-citation
Differential inhibition of glutamine and gamma-glutamylcysteine synthetases by alpha-alkyl analogs of methionine sulfoximine that induce convulsions.
Griffith, O. W., & Meister, A. (1978) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(17)38077-8 · Cited by 101
Self-citation
Computer analysis of the active site of glutamine synthetase
Gass, J. D., & Meister, A. (1970) · Biochemistry · doi:10.1021/bi00808a012 · Cited by 88
Self-citation
Action of nitrogen trichloride on certain proteins II. Synthesis of methionine sulphoximine and other sulphoximines
Bentley, H. R., McDermott, E. E., & Whitehead, J. K. (1951) · Proceedings of the Royal Society B Biological Sciences · doi:10.1098/rspb.1951.0021 · Cited by 47
New synthesis of S-alkyl- DL -homocysteines
Kolenbrander, H. M. (1969) · Canadian Journal of Chemistry · doi:10.1139/v69-542 · Cited by 16
Studies on the Synthesis of Amino Acids by the Schmidt Reaction. VI. Synthesis of Methionine Sulfoximine Analogs
Hayahsi, K. (1960) · Chemical and Pharmaceutical Bulletin · doi:10.1248/cpb.8.177 · Cited by 6

Show all 10 references

Sorted by citations

Items 501–600 of 999

Metallothionein induction attenuates the effects of glutathione depletors in rat hepatocytes
Haïdara, K. (1999) · Toxicological Sciences · doi:10.1093/toxsci/49.2.297 · Cited by 65
A role for γ-glutamyl transpeptidase in the transport of cystine into human endothelial cells: relationship to intracellular glutathione
Cotgreave, I. A., & Schuppe‐Koistinen, I. (1994) · Biochimica et Biophysica Acta (BBA) - Molecular Cell Research · doi:10.1016/0167-4889(94)90043-4 · Cited by 65
Semiquinone radical intermediate in catecholic estrogen-mediated cytotoxicity and mutagenesis: Chemoprevention strategies with antioxidants
Samuni, A. M., Chuang, E. Y.-Y., Krishna, M. C., Stein, W., DeGraff, W., Russo, A., & Mitchell, J. B. (2003) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0930078100 · Cited by 65
Studies of controlled reperfusion after ischemia
Julia, P. L., Buckberg, G. D., Acar, C., Partington, M. T., & Sherman, M. P. (1991) · Journal of Thoracic and Cardiovascular Surgery · doi:10.1016/s0022-5223(19)36766-2 · Cited by 65
Salicylic acid-altering Arabidopsis mutants response to salt stress
Hao, L., Zhao, Y., Jin, D., Zhang, L., Bi, X., Chen, H., Xu, Q., Ma, C., & Li, G. (2011) · Plant and Soil · doi:10.1007/s11104-011-1046-x · Cited by 64
Effect of oral glutathione on hepatic glutathione levels in rats and mice
Viña, J., Perez, C., Furukawa, T., Palacı́n, M., & Vinã, J. R. (1989) · British Journal Of Nutrition · doi:10.1079/bjn19890068 · Cited by 64
Contribution of glutathione and glutathione‐dependent enzymes in the reversal of adriamycin resistance in colon carcinoma cell lines
Lai, G., Moscow, J. A., Alvarez, M. G., Fojo, A. T., & Bates, S. E. (1991) · International Journal of Cancer · doi:10.1002/ijc.2910490511 · Cited by 64
The Detoxification of Cumene Hydroperoxide by the Glutathione System of Cultured Astroglial Cells Hinges on Hexose Availability for the Regeneration of NADPH
Kußmaul, L., Hamprecht, B., & Dringen, R. (1999) · Journal of Neurochemistry · doi:10.1046/j.1471-4159.1999.0731246.x · Cited by 64
New Developments in Glutathione Metabolism and Their Potential Application in Therapy
Meister, A. (1984) · Hepatology · doi:10.1002/hep.1840040431 · Cited by 64
Self-citation
The Role of Endogenous Thiols in Intrinsic Radioprotection
Révész, L. (1985) · International Journal of Radiation Biology and Related Studies in Physics Chemistry and Medicine · doi:10.3109/rab.47.4.361 · Cited by 64
Redox-Active Quinones and Ascorbate: An Innovative Cancer Therapy That Exploits the Vulnerability of Cancer Cells to Oxidative Stress
Verrax, J., Beck, R., Dejeans, N., Glorieux, C., Sid, B., Pedrosa, R. C., Benites, J. F., Vásquez, D., Valderrama, J. A., & Calderón, P. B. (2011) · Anti-Cancer Agents in Medicinal Chemistry · doi:10.2174/187152011795255902 · Cited by 63
Cold-induced apoptosis in isolated rat hepatocytes: protective role of glutathione
Vairetti, M., Griffini, P., Pietrocola, G., Richelmi, P., & Freitas, I. (2001) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(01)00670-0 · Cited by 63
Salicylic acid, hydrogen peroxide and calcium-induced saline tolerance associated with endogenous hydrogen peroxide homeostasis in naked oat seedlings
Xu, Q., Xu, X., Zhao, Y., Jiao, K., Herbert, S. J., & Hao, L. (2007) · Plant Growth Regulation · doi:10.1007/s10725-007-9247-2 · Cited by 63
In vivo nephrotoxicity induced in mice by chromium(VI)
Hojo, Y., & Satomi, Y. (1991) · Biological Trace Element Research · doi:10.1007/bf02990356 · Cited by 63
Synthesis and role of glutathione in protection against oxidative stress in yeast
Grant, C. M., & Dawes, I. W. (1996) · Redox Report · doi:10.1080/13510002.1996.11747054 · Cited by 63
Schedule-dependent antagonism of paclitaxel and cisplatin in human gastric and ovarian carcinoma cell Lines in vitro
Vanhoefer, U. J., Harstrick, A., Wilke, H., Schleucher, N., Walles, H., Schröder, J., & Seeber, S. (1995) · European Journal of Cancer · doi:10.1016/0959-8049(94)00440-g · Cited by 63
Increased Cytotoxicity of 3-Morpholinosydnonimine to HepG2 Cells in the Presence of Superoxide Dismutase
Gergèl, D., Mišı́k, V., Ondriaš, K., & Cederbaum, A. I. (1995) · Journal of Biological Chemistry · doi:10.1074/jbc.270.36.20922 · Cited by 63
Arachidonic acid metabolism in glutathione-deficient macrophages.
Rouzer, C. A., Scott, W. A., Griffith, O. W., Hamill, A. L., & Cohn, Z. A. (1982) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.79.5.1621 · Cited by 63
Self-citation
Revisiting the intersection of microglial activation and neuroinflammation in Alzheimer's disease from the perspective of ferroptosis
Wang, M., Tang, G., Zhou, C., Guo, H., Hu, Z., Hu, Q., & Li, G. (2023) · Chemico-Biological Interactions · doi:10.1016/j.cbi.2023.110387 · Cited by 62
Modulation of glutathione conjugation in vivo: how to decrease glutathione conjugation in vivo or in intact cellular systems in vitro
Mulder, G. J., & Ouwerkerk‐Mahadevan, S. (1997) · Chemico-Biological Interactions · doi:10.1016/s0009-2797(97)00038-0 · Cited by 62
Protective effect of sulforaphane against cisplatin-induced mitochondrial alterations and impairment in the activity of NAD(P)H: Quinone oxidoreductase 1 and γ glutamyl cysteine ligase: Studies in mitochondria isolated from rat kidney and in LLC-PK1 cells
Guerrero-Beltrán, C. E., Calderón‐Oliver, M., Abundis, E. M., Tapia, E., Zarco-Márquez, G., Zazueta, C., & Pedraza‐Chaverrí, J. (2010) · Toxicology Letters · doi:10.1016/j.toxlet.2010.08.009 · Cited by 62
Cellular internalization and gene silencing of siRNA polyplexes by cytocleavable cationic polyrotaxanes with tailored rigid backbones
Tamura, A., & Yui, N. (2013) · Biomaterials · doi:10.1016/j.biomaterials.2012.12.006 · Cited by 62
Brain-derived growth factor and glial cell line-derived growth factor use distinct intracellular signaling pathways to protect PD cybrids from HO-induced neuronal death
Onyango, I. G., TUTTLE, J., & BENNETTJR, J. (2005) · Neurobiology of Disease · doi:10.1016/j.nbd.2005.02.009 · Cited by 62
Myocardial glutathione depletion impairs recovery of isolated blood-perfused hearts after global ischaemia
Werns, S. W. (1992) · Journal of Molecular and Cellular Cardiology · doi:10.1016/0022-2828(92)93088-2 · Cited by 62
Glutathionyl systems and metabolic dysfunction in obesity
Picklo, M. J., Long, E. K., & Vomhof‐DeKrey, E. E. (2015) · Nutrition Reviews · doi:10.1093/nutrit/nuv042 · Cited by 64
Nitric Oxide Synthase Expression in Hypertension Induced by Inhibition of Glutathione Synthase
Zhou, X. J., Vaziri, N. D., Wang, X. Q., Silva, F. G., & Laszik, Z. G. (2002) · Journal of Pharmacology and Experimental Therapeutics · doi:10.1124/jpet.300.3.762 · Cited by 62
Effect of Glutathione Depletion on Leydig Cell Steroidogenesis in Young and Old Brown Norway Rats
Chen, H., Pechenino, A. S., Liu, J., Beattie, M. C., Brown, T. R., & Zirkin, B. R. (2008) · Endocrinology · doi:10.1210/en.2007-1245 · Cited by 61
Activity of Megazol, a Trypanocidal Nitroimidazole, Is Associated with DNA Damage
Enanga, B., Ariyanayagam, M. R., Stewart, M. L., & Barrett, M. P. (2003) · Antimicrobial Agents and Chemotherapy · doi:10.1128/aac.47.10.3368-3370.2003 · Cited by 61
Improved development of microspore‐derived embryo cultures of Brassica napus cv Topaz following changes in glutathione metabolism
Belmonte, M. F., Ambrose, S. J., Ross, A. R. S., Abrams, S. R., & Stasolla, C. (2006) · Physiologia Plantarum · doi:10.1111/j.1399-3054.2006.00707.x · Cited by 61
Reversing Effect of Agosterol A, a Spongean Sterol Acetate, on Multidrug Resistance in Human Carcinoma Cells
Aoki, S., Chen, Z., Higasiyama, K., Setiawan, I., Akiyama, S., & Kobayashi, M. (2001) · Japanese Journal of Cancer Research · doi:10.1111/j.1349-7006.2001.tb01177.x · Cited by 61
The biosynthesis of trypanothione and N1-glutathionylspermidine in Crithidia fasciculata
Fairlamb, A. H., HENDERSON, G., & Cerami, A. (1986) · Molecular and Biochemical Parasitology · doi:10.1016/0166-6851(86)90130-1 · Cited by 61
Effects of ageing on spermatozoal chromatin and its sensitivity to in vivo and in vitro oxidative challenge in the Brown Norway rat.
Zubkova, E., & Robaire, B. (2006) · Human Reproduction · doi:10.1093/humrep/del193 · Cited by 60
Stage-Specific Requirement of Cysteine during in Vitro Maturation of Porcine Oocytes for Glutathione Synthesis Associated with Male Pronuclear Formation1
Sawai, K., Funahashi, H., & Niwa, K. (1997) · Biology of Reproduction · doi:10.1095/biolreprod57.1.1 · Cited by 61
Depletion of glutathione selectively inhibits synthesis of leukotriene C by macrophages.
Rouzer, C. A., Scott, W. A., Griffith, O. W., Hamill, A. L., & Cohn, Z. A. (1981) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.78.4.2532 · Cited by 61
Self-citation
Growth‐associated modifications of low‐molecular‐weight thiols and protein sulfhydryls in human bronchial fibroblasts
Atzori, L., Dypbukt, J. M., Sundqvist, K., Cotgreave, I. A., Edman, C. C., Moldéus, P., & Grafström, R. C. (1990) · Journal of Cellular Physiology · doi:10.1002/jcp.1041430123 · Cited by 61
Cellular pharmacokinetics of the phenylalanine mustards
Vistica, D. T. (1983) · Pharmacology & Therapeutics · doi:10.1016/0163-7258(83)90009-8 · Cited by 61
Chemical modifiers of radiosensitivity-theory and reality: A review
Fowler, J. F. (1985) · International Journal of Radiation Oncology*Biology*Physics · doi:10.1016/0360-3016(85)90296-2 · Cited by 61
Proof-of-principle for two-stage photodynamic therapy: hypoxia triggered release of singlet oxygen
Ayan, S., Günaydın, G., Yeşilgül, N., Gedik, M. E., Seven, Ö., & Akkaya, E. U. (2020) · Chemical Communications · doi:10.1039/d0cc06031c · Cited by 60
A platinum(IV) prodrug strategy to overcome glutathione-based oxaliplatin resistance
Fronik, P., Gutmann, M., Vician, P., Stojanovic, M., Kastner, A., Heffeter, P., Pirker, C., Keppler, B. K., Berger, W., & Kowol, C. R. (2022) · Communications Chemistry · doi:10.1038/s42004-022-00661-z · Cited by 63
Epidermal growth factor receptor in proliferating reactive glia following transient focal ischemia in the rat brain
Planas, A. M., Justicia, C., Soriano, M. A., & Ferrer, I. (1998) · Glia · doi:10.1002/(sici)1098-1136(199806)23:2 · Cited by 97
Effects of Glutathione Depletion by Buthionine Sulfoximine on Radiosensitization by Oxygen and Misonidazole in Vitro
Shrieve, D. C., Denekamp, J., & Minchinton, A. I. (1985) · Radiation Research · doi:10.2307/3576703 · Cited by 60
Distinct patterns of nitric oxide production in hepatic macrophages and endothelial cells following acute exposure of rats to endotoxin
Laskin, D. L., Heck, D. E., Gardner, C. R., Feder, L. S., & Laskin, J. D. (1994) · Journal of Leukocyte Biology · doi:10.1002/jlb.56.6.751 · Cited by 60
FRET Imaging Reveals Different Cellular Entry Routes of Self-Assembled and Disulfide Bonded Polymeric Micelles
Lee, S.-Y., Tyler, J. Y., Kim, S., Park, K., & Cheng, J.-X. (2013) · Molecular Pharmaceutics · doi:10.1021/mp4003333 · Cited by 59
Protection of DNA by thiols
Fahey, R. C. (1988) · Pharmacology & Therapeutics · doi:10.1016/0163-7258(88)90047-2 · Cited by 59
d,l-buthionine-(S,R)-sulfoximine potentiates in vivo the therapeutic efficacy of doxorubicin against multidrug resistance protein-expressing tumors.
Vanhoefer, U. J., Cao, S., Minderman, H., Tóth, K., Skenderis, B. S., Slovak, M. L., & Rustum, Y. M. (1996) · PubMed · Cited by 59
Azuki Bean Cells Are Hypersensitive to Cadmium and Do Not Synthesize Phytochelatins
Inouhe, M., Ito, R., Ito, S., Sasada, N., Tohoyama, H., & Joho, M. (2000) · PLANT PHYSIOLOGY · doi:10.1104/pp.123.3.1029 · Cited by 59
Interleukin-2 mRNA expression, lymphokine production and DNA synthesis in glutathione-depleted T cells
Gmünder, H., Roth, S., Eck, H., Gallas, H., Mihm, S., & Dröge, W. (1990) · Cellular Immunology · doi:10.1016/0008-8749(90)90292-y · Cited by 59
Reversal of drug resistance mediated by multidrug resistance protein (MRP) 1 by dual effects of agosterol a on MRP1 function
Chen, Z., Aoki, S., Komatsu, M., Ueda, K., Sumizawa, T., Furukawa, T., Okumura, H., Ren, X., Belinsky, M. G., Lee, K., et al. (2001) · International Journal of Cancer · doi:10.1002/ijc.1290 · Cited by 58
Beta-Amyloid and Oxidative Stress Jointly Induce Neuronal Death, Amyloid Deposits, Gliosis, and Memory Impairment in the Rat Brain
Lecanu, L., Greeson, J., & Papadopoulos, V. (2005) · Pharmacology · doi:10.1159/000088929 · Cited by 58
Recent trends in cancer drug resistance reversal strategies using nanoparticles
Palakurthi, S., Yellepeddi, V., & Vangara, K. K. (2012) · Expert Opinion on Drug Delivery · doi:10.1517/17425247.2012.665365 · Cited by 57
Glutathione metabolism and heavy metal detoxification in Schizosaccharomyces pombe
Glaeser, H., Coblenz, A., Kruczek, R., Ruttke, I., Ebert‐Jung, A., & WOLF, K. W. (1991) · Current Genetics · doi:10.1007/bf00336488 · Cited by 58
Elevation of glutathione in phenylalanine mustard-resistant murine L1210 leukemia cells.
Ahmad, S., Okine, L. K. N., Le, B., Najarian, P., & Vistica, D. T. (1987) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)48136-7 · Cited by 58
Regulation of Glutathione Synthesis in Suspension Cultures of Parsley and Tobacco*
Schneider, S., & Bergmann, L. (1995) · Botanica Acta · doi:10.1111/j.1438-8677.1995.tb00828.x · Cited by 58
Nitric Oxide Storage and Transport in Cells Are Mediated by Glutathione S-Transferase P1-1 and Multidrug Resistance Protein 1 via Dinitrosyl Iron Complexes
Lok, H. C., Rahmanto, Y. S., Hawkins, C. L., Kalinowski, D. S., Morrow, C. S., Townsend, A. J., Ponka, P., & Richardson, D. R. (2011) · Journal of Biological Chemistry · doi:10.1074/jbc.m111.310987 · Cited by 57
Metallothionein alleviates glutathione depletion-induced oxidative cardiomyopathy in murine hearts
Ren, J. T., Privratsky, J. R., Yang, X., Dong, F., & Carlson, E. C. (2008) · Critical Care Medicine · doi:10.1097/ccm.0b013e31817bf925 · Cited by 58
Retracted
Glutathione Precursor and Antioxidant Activities of N -Acetylcysteine and Oxothiazolidine Carboxylate Compared in in Vitro Studies of HIV Replication
Raju, P. A., Herzenberg, L. A., Herzenberg, L. A., & Roederer, M. (1994) · AIDS Research and Human Retroviruses · doi:10.1089/aid.1994.10.961 · Cited by 57
Accumulation of S-d-lactoylglutathione and transient decrease of glutathione level caused by methylglyoxal load in isolated hepatocytes
Kalapos, M. P., Garzó, T., Antoni, F., & Mandl, J. (1992) · Biochimica et Biophysica Acta (BBA) - Molecular Cell Research · doi:10.1016/0167-4889(92)90132-u · Cited by 57
Exogenous application of triadimefon affects the antioxidant defense system of Withania somnifera Dunal
Jaleel, C. A., Gopi, R., Manivannan, P., & Panneerselvam, R. (2008) · Pesticide Biochemistry and Physiology · doi:10.1016/j.pestbp.2008.03.006 · Cited by 57
Dehydroascorbic acid uptake in a human keratinocyte cell line (HaCaT) is glutathione-independent
Savini, I., Duflot, S., & Avigliano, L. (2000) · Biochemical Journal · doi:10.1042/bj3450665 · Cited by 57
Future prospects for the chemotherapy of human trypanosomiasis
Fairlamb, A. H. (1990) · Transactions of the Royal Society of Tropical Medicine and Hygiene · doi:10.1016/0035-9203(90)90124-w · Cited by 57
Defective antigen processing correlates with a low level of intracellular glutathione
Short, S., Merkel, B. J., Caffrey, R., & McCoy, K. L. (1996) · European Journal of Immunology · doi:10.1002/eji.1830261229 · Cited by 57
The effects of glutathione depletion on thermotolerance and heat stress protein synthesis
Russo, A., Mitchell, J. B., & McPherson, S. (1984) · British Journal of Cancer · doi:10.1038/bjc.1984.118 · Cited by 57
Taurine synthesis and cysteine metabolism in cultured rat astrocytes: effects of hyperosmotic exposure
Beetsch, J. W., & Olson, J. E. (1998) · American Journal of Physiology-Cell Physiology · doi:10.1152/ajpcell.1998.274.4.c866 · Cited by 57
Effects of biliary cannulation and buthionine sulphoximine pretreatment on the nephrotoxicity of para-aminophenol in the Fischer 344 rat
Gartland, K. P. R., Eason, C., Bonner, F. W., & Nicholson, J. K. (1990) · Archives of Toxicology · doi:10.1007/bf01973371 · Cited by 57
Radiation response of chinese hamster cells after elevation of intracellular glutathione levels
Russo, A., & Mitchell, J. B. (1984) · International Journal of Radiation Oncology*Biology*Physics · doi:10.1016/0360-3016(84)90326-2 · Cited by 57
Inhibition of Glutamine Synthetase Triggers Apoptosis in Asparaginase-Resistant Cells
Rotoli, B. M., Uggeri, J., Dall’Asta, V., Visigalli, R., Barilli, A., Gatti, R., Orlandini, G., Gazzola, G. C., & Bussolati, O. (2005) · Cellular Physiology and Biochemistry · doi:10.1159/000087238 · Cited by 56
Clinically Evaluated Cancer Drugs Inhibiting Redox Signaling
Kirkpatrick, D. L., & Powis, G. (2016) · Antioxidants and Redox Signaling · doi:10.1089/ars.2016.6633 · Cited by 57
In vitro cytotoxic and genotoxic effects of diphenylarsinic acid, a degradation product of chemical warfare agents
Ochi, T., Suzuki, T., Isono, H., & Kaise, T. (2004) · Toxicology and Applied Pharmacology · doi:10.1016/j.taap.2004.03.014 · Cited by 56
Lipid hydroperoxide induced mitochondrial dysfunction following acute ethanol intoxication in rats
Masini, A., Ceccarelli, D., Gallesi, D., Giovannini, F., & Trenti, T. (1994) · Biochemical Pharmacology · doi:10.1016/0006-2952(94)90009-4 · Cited by 56
Antioxidant systems in Schistosoma mansoni: Evidence for their role in protection of the adult worms against oxidant killing
Mkoji, G. M., Smith, J. M., & Prichard, R. K. (1988) · International Journal for Parasitology · doi:10.1016/0020-7519(88)90102-6 · Cited by 56
Glutathione depletion in tissues after administration of buthionine sulphoximine
Minchinton, A. I., Rojas, A., Smith, K. A., Soranson, J. A., Shrieve, D. C., Jones, N. R., & Bremner, J. C. M. (1984) · International Journal of Radiation Oncology*Biology*Physics · doi:10.1016/0360-3016(84)90329-8 · Cited by 56
Inhibition of Glutathione Production Induces Macrophage CD36 Expression and Enhances Cellular-oxidized Low Density Lipoprotein (oxLDL) Uptake
Yang, X., Yao, H. Q., Chen, Y., Sun, L., Li, Y., Ma, X., Duan, S., Li, X., Xiang, R., Han, J., et al. (2015) · Journal of Biological Chemistry · doi:10.1074/jbc.m115.654582 · Cited by 55
Pathways of glutathione metabolism and transport in isolated proximal tubular cells from rat kidney
Visarius, T. M., Putt, D. A., Schare, J. M., Pegouske, D. M., & Lash, L. H. (1996) · Biochemical Pharmacology · doi:10.1016/0006-2952(96)00203-1 · Cited by 55
The hepatic gluthathione system — influences of xenobiotics
Kretzschmar, M., & Klinger, W. (1990) · Experimental Pathology · doi:10.1016/s0232-1513(11)80201-x · Cited by 55
A review of drug-induced lysosomal disorders of the liver in man and laboratory animals
Schneider, P. M., Короленко, Т. А., & Busch, U. (1997) · Microscopy Research and Technique · doi:10.1002/(sici)1097-0029(19970215)36:4 · Cited by 79
An integrated diagnostic approach to understand drought tolerance in mulberry (Morus indica L.)
Guha, A., Sengupta, D., Rasineni, G. K., & Reddy, A. R. (2009) · Flora · doi:10.1016/j.flora.2009.01.004 · Cited by 54
Antiproliferative effect of Baylis–Hillman adducts and a new phthalide derivative on human tumor cell lines
Kohn, L. K., Pavam, C. H., Veronese, D., Coelho, F., de Carvalho, J. E., & Almeida, W. P. (2006) · European Journal of Medicinal Chemistry · doi:10.1016/j.ejmech.2006.03.006 · Cited by 54
The mechanism of nitrogen monoxide (NO)‐mediated iron mobilization from cells
Watts, R., & Richardson, D. R. (2002) · European Journal of Biochemistry · doi:10.1046/j.1432-1033.2002.02987.x · Cited by 55
Imexon-Induced Apoptosis in Multiple Myeloma Tumor Cells Is Caspase-8 Dependent
Evens, A. M., Prachand, S., Shi, B., Paniaqua, M., Gordon, L. I., & Gartenhaus, R. B. (2004) · Clinical Cancer Research · doi:10.1158/1078-0432.ccr-1058-03 · Cited by 54
The flavonoid fisetin promotes nerve cell survival from trophic factor withdrawal by enhancement of proteasome activity
Maher, P. A. (2008) · Archives of Biochemistry and Biophysics · doi:10.1016/j.abb.2008.03.023 · Cited by 54
Electrochemical Imination of Sulfoxides Using N-Aminophthalimide
Siu, T., & Yudin, A. K. (2002) · Organic Letters · doi:10.1021/ol0257530 · Cited by 54
Capacity of adult and prepubertal mouse oocytes to undergo embryo development in the presence of cysteamine
de Matos, D. G., Nogueira, D., Cortvrindt, R. G., Herrera, C., Adriaenssens, T., Pasqualini, R. S., & Smitz, J. E. J. (2002) · Molecular Reproduction and Development · doi:10.1002/mrd.10243 · Cited by 54
Mitochondrial glutathione modulates TNF-α-induced endothelial cell dysfunction
Chen, K.-H., Reece, L. M., & Leary, J. F. (1999) · Free Radical Biology and Medicine · doi:10.1016/s0891-5849(99)00059-3 · Cited by 53
Drug-induced lipid peroxidation in mice—III
Wendel, A., & Jaeschke, H. (1982) · Biochemical Pharmacology · doi:10.1016/0006-2952(82)90583-4 · Cited by 54
Intrahepatic transport and utilization of biliary glutathione and its metabolites.
Abbott, W. A., & Meister, A. (1986) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.83.5.1246 · Cited by 54
Self-citation
Differential activation of heat-shock and oxidation-specific stress genes in chemically induced oxidative stress
Tacchini, L., Pogliaghi, G., Radice, L., Anzon, E., & Bernelli‐Zazzera, A. (1995) · Biochemical Journal · doi:10.1042/bj3090453 · Cited by 54
Glutathione status and the incidence of neural tube defects elicited by direct acting teratogens in vitro
Harris, C., Stark, K. L., & Juchau, M. R. (1988) · Teratology · doi:10.1002/tera.1420370607 · Cited by 54
Real-Time Monitoring of the Level and Activity of Intracellular Glutathione in Live Cells at Atomic Resolution by 19F-NMR
Cui, C., Li, B., & Su, X. (2023) · ACS Central Science · doi:10.1021/acscentsci.3c00385 · Cited by 53
Effect of proteinS-glutathionylation on Ca2+homeostasis in cultured aortic endothelial cells
Lock, J. T., Sinkins, W. G., & Schilling, W. P. (2010) · American Journal of Physiology-Heart and Circulatory Physiology · doi:10.1152/ajpheart.01073.2010 · Cited by 55
Exogenous cysteine and cystine promote cell proliferation in CaCo‐2 cells
Noda, T., Iwakiri, R., Fujimoto, K., Rhoads, C. A., & Aw, T. Y. (2002) · Cell Proliferation · doi:10.1046/j.1365-2184.2002.00229.x · Cited by 53
Induction of PR-1 Accumulation Accompanied by Runaway Cell Death in the lsd1 Mutant of Arabidopsis is Dependent on Glutathione Levels but Independent of the Redox State of Glutathione
Senda, K., & Ogawa, K. (2004) · Plant and Cell Physiology · doi:10.1093/pcp/pch179 · Cited by 53
Enhanced melphalan cytotoxicity following buthionine sulfoximine-mediated glutathione depletion in a human medulloblastoma xenograft in athymic mice.
Skapek, S. X., Colvin, O. M., Griffith, O. W., Elion, G. B., Bigner, D. D., & Friedman, H. S. (1988) · PubMed · Cited by 53
Self-citation
Enhancement of the activity of doxorubicin by inhibition of glutamate transporter
Sadzuka, Y., Sugiyama, T., Suzuki, T., & Sonobe, T. (2001) · Toxicology Letters · doi:10.1016/s0378-4274(01)00391-5 · Cited by 52
Fibrillar α-synuclein toxicity depends on functional lysosomes
Guiney, S. J., Adlard, P. A., Lei, P., Mawal, C., Bush, A. I., Finkelstein, D. I., & Ayton, S. (2020) · Journal of Biological Chemistry · doi:10.1074/jbc.ra120.013428 · Cited by 52
Glutathione-dependent redox balance characterizes the distinct metabolic properties of follicular and marginal zone B cells
Franchina, D. G., Kurniawan, H., Grusdat, M., Binsfeld, C., Guerra, L., Bonetti, L., Soriano‐Baguet, L., Ewen, A., Kobayashi, T., Farinelle, S., et al. (2022) · Nature Communications · doi:10.1038/s41467-022-29426-x · Cited by 52
Chromium induces a persistent activation of mitogen-activated protein kinases by a redox-sensitive mechanism in H4 rat hepatoma cells.
Kim, G. L., & Yurkow, E. J. (1996) · PubMed · Cited by 52
Reducing basal salicylic acid enhances Arabidopsis tolerance to lead or cadmium
Tao, S., Sun, L., Ma, C., Li, L., Li, G., & Hao, L. (2013) · Plant and Soil · doi:10.1007/s11104-013-1749-2 · Cited by 52
Insulin stimulation of γ-glutamylcysteine ligase catalytic subunit expression increases endothelial GSH during oxidative stress: Influence of low glucose
Langston, W., Circu, M. L., & Aw, T. Y. (2008) · Free Radical Biology and Medicine · doi:10.1016/j.freeradbiomed.2008.09.013 · Cited by 56
A patient-derived stem cell model of hereditary spastic paraplegia with SPAST mutations
Abrahamsen, G., Fan, Y., Matigian, N., Wali, G., Bellette, B., Sutharsan, R., Raju, J., Wood, S. A., Veivers, D., Sue, C. M., et al. (2012) · Disease Models & Mechanisms · doi:10.1242/dmm.010884 · Cited by 56
Role of Intracellular Glutathione in Cell Sensitivity to the Apoptosis Induced by Tumor Necrosis Factor α–Related Apoptosis-Inducing Ligand/Anticancer Drug Combinations
Meurette, O., Lefeuvre‐Orfila, L., Rébillard, A., Lagadic‐Gossmann, D., & Dimanche‐Boitrel, M. (2005) · Clinical Cancer Research · doi:10.1158/1078-0432.ccr-04-1764 · Cited by 52

Authors: Griffith, O. W., & Meister, A.
Affiliations: Cornell University (US)
Venue: Journal of Biological Chemistry
Publisher: Elsevier BV
Published: 1979-08
Volume: 254
Issue: 16
Pages: 7558-7560
ISSN: 0021-9258 (ISSN-L)
DOI: 10.1016/s0021-9258(18)35980-5
OpenAlex: W1535828429
Cited by: 1,683
References: 10
Citations by year: 2026: 12 · 2025: 25 · 2024: 33 · 2023: 30 · 2022: 33 · 2021: 34 · 2020: 26 · 2019: 27 · 2018: 28 · 2017: 25 · 2016: 33 · 2015: 35 · 2014: 38 · 2013: 36 · 2012: 29
FWCI: 3.97
Type: journal article
Language: en
Open access: hybrid
doi.org
Licence: cc-by
www.elsevier.com/tdm/userlicense/1.0/ (tdm)
www.elsevier.com/legal/tdmrep-license (tdm)
creativecommons.org/licenses/by/4.0/ (vor, 15044 d)
Locations: Journal of Biological Chemistry (publishedVersion, cc-by)
PubMed (publishedVersion)
Topics: Life Sciences › Biochemistry, Genetics and Molecular Biology › Biochemistry › Sulfur Compounds in Biology
Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Glutathione Transferases and Polymorphisms
Life Sciences › Biochemistry, Genetics and Molecular Biology › Biochemistry › Amino Acid Enzymes and Metabolism
Keywords: buthionine sulfoximine, glutathione synthesis inhibition, gamma-glutamylcysteine synthetase, enzyme inhibition, glutathione, glutamine synthetase
MeSH terms: Glutamate-Cysteine Ligase, Glutathione, Kinetics, Methionine Sulfoximine, Peptide Synthases, Structure-Activity Relationship

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review

Potent and specific inhibition of glutathione synthesis by buthionine sulfoximine (S-n-butyl homocysteine sulfoximine).

Abstract

Overview

Integrity signals

Verification

Claims the paper makes

Claims other papers make about this one

Citations

Cites

Cited by

Related

Metadata

Record

About these checks