METHIONINE SULFOXIMINE (BioDeep_00000015962)
Secondary id: BioDeep_00001870622
natural product
代谢物信息卡片
(R-(R*,S*))-S-(3-Amino-3-carboxypropyl)-S-methylsulphoximide
化学式: C5H12N2O3S (180.0568602)
中文名称: L-蛋氨酸磺酸盐
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CS(=N)(=O)CCC(C(=O)O)N
InChI: InChI=1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)
描述信息
A non-proteinogenic alpha-amino acid that is the sulfoximine derivative of methionine .
KEIO_ID M114
同义名列表
数据库引用编号
42 个数据库交叉引用编号
- ChEBI: CHEBI:47833
- ChEBI: CHEBI:47832
- KEGG: C03829
- PubChem: 16118
- PubChem: 24755525
- Metlin: METLIN66054
- ChEMBL: CHEMBL1615096
- MeSH: Methionine Sulfoximine
- CAS: 1982-67-8
- CAS: 15985-39-4
- CAS: 21752-31-8
- MoNA: CCMSLIB00005464112
- MoNA: CCMSLIB00005464253
- MoNA: MoNA038599
- MoNA: MoNA037932
- MoNA: MoNA037217
- MoNA: MoNA036155
- MoNA: MoNA036153
- MoNA: MoNA036149
- MoNA: MoNA034222
- MoNA: MoNA034221
- MoNA: MoNA034220
- MoNA: MoNA032247
- MoNA: MoNA032245
- MoNA: MoNA032242
- MoNA: MoNA023977
- MoNA: MoNA023952
- MoNA: KO001480
- MoNA: KO003522
- MoNA: KO003523
- MoNA: KO001481
- MoNA: KO001477
- MoNA: KO003525
- MoNA: KO001479
- MoNA: KO001478
- MoNA: KO003524
- MoNA: KO003526
- MetaboLights: MTBLC47833
- ChEBI: CHEBI:28227
- PubChem: 6572
- NIKKAJI: J225.433F
- RefMet: Methionine sulfoximine
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- J Porter Hunt, R Jordan Barnett, Hannah Robinson, Mehran Soltani, J Andrew D Nelson, Bradley C Bundy. Rapid sensing of clinically relevant glutamine concentrations in human serum with metabolically engineered E. coli-based cell-free protein synthesis.
Journal of biotechnology.
2021 Jan; 325(?):389-394. doi:
10.1016/j.jbiotec.2020.09.011. [PMID: 32961202] - Mei-Ya Liu, Dandan Tang, Yuanzhi Shi, Lifeng Ma, Yan Li, Qunfeng Zhang, Jianyun Ruan. Short-term inhibition of glutamine synthetase leads to reprogramming of amino acid and lipid metabolism in roots and leaves of tea plant (Camellia sinensis L.).
BMC plant biology.
2019 Oct; 19(1):425. doi:
10.1186/s12870-019-2027-0. [PMID: 31615403] - Misa Takahashi, Gen-Ichiro Arimura, Hiromichi Morikawa. Dual nitrogen species involved in foliar uptake of nitrogen dioxide in Arabidopsis thaliana.
Plant signaling & behavior.
2019; 14(4):e1582263. doi:
10.1080/15592324.2019.1582263. [PMID: 30810449] - Meng-Yi Zhang, Dong Wei, Ran Li, Hong-Ting Jia, Yu-Wei Liu, Clauvis Nji Tizi Taning, Jin-Jun Wang, Guy Smagghe. Cytoplasmic glutamine synthetase gene expression regulates larval development in Bactrocera dorsalis (Hendel).
Archives of insect biochemistry and physiology.
2018 Apr; 97(4):. doi:
10.1002/arch.21447. [PMID: 29359358] - Sayuri Sumida, Makoto Ito, Ivan Galis, Hiroko Nakatani, Tomonori Shinya, Kouhei Ohnishi, Yasufumi Hikichi, Akinori Kiba. Phosphoinositide 3-kinase participates in l-methionine sulfoximine-induced cell death via salicylic acid mediated signaling in Nicotiana benthamiana.
Journal of plant physiology.
2017 Nov; 218(?):167-170. doi:
10.1016/j.jplph.2017.07.016. [PMID: 28866325] - Da Young Yu, Soo Min Noh, Gyun Min Lee. Limitations to the development of recombinant human embryonic kidney 293E cells using glutamine synthetase-mediated gene amplification: Methionine sulfoximine resistance.
Journal of biotechnology.
2016 08; 231(?):136-140. doi:
10.1016/j.jbiotec.2016.06.003. [PMID: 27288593] - Shunying Yang, Dongli Hao, Yu Cong, Man Jin, Yanhua Su. The rice OsAMT1;1 is a proton-independent feedback regulated ammonium transporter.
Plant cell reports.
2015 Feb; 34(2):321-30. doi:
10.1007/s00299-014-1709-1. [PMID: 25433856] - Thomas M Jeitner, Arthur J L Cooper. Inhibition of human glutamine synthetase by L-methionine-S,R-sulfoximine-relevance to the treatment of neurological diseases.
Metabolic brain disease.
2014 Dec; 29(4):983-9. doi:
10.1007/s11011-013-9439-6. [PMID: 24136581] - M Chiu, S Tardito, S Pillozzi, A Arcangeli, A Armento, J Uggeri, G Missale, M G Bianchi, A Barilli, V Dall'Asta, N Campanini, E M Silini, J Fuchs, S Armeanu-Ebinger, O Bussolati. Glutamine depletion by crisantaspase hinders the growth of human hepatocellular carcinoma xenografts.
British journal of cancer.
2014 Sep; 111(6):1159-67. doi:
10.1038/bjc.2014.425. [PMID: 25072259] - Andreas W Fries, Sherry Dadsetan, Susanne Keiding, Lasse K Bak, Arne Schousboe, Helle S Waagepetersen, Mette Simonsen, Peter Ott, Hendrik Vilstrup, Michael Sørensen. Effect of glutamine synthetase inhibition on brain and interorgan ammonia metabolism in bile duct ligated rats.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism.
2014 Mar; 34(3):460-6. doi:
10.1038/jcbfm.2013.218. [PMID: 24346692] - Makoto Ito, Yu Yamamoto, Chul-Sa Kim, Kouhei Ohnishi, Yasufumi Hikichi, Akinori Kiba. Heat shock protein 70 is required for tabtoxinine-β-lactam-induced cell death in Nicotiana benthamiana.
Journal of plant physiology.
2014 Jan; 171(2):173-8. doi:
10.1016/j.jplph.2013.10.012. [PMID: 24331433] - Monica Bame, Robert E Grier, Richard Needleman, William S A Brusilow. Amino acids as biomarkers in the SOD1(G93A) mouse model of ALS.
Biochimica et biophysica acta.
2014 Jan; 1842(1):79-87. doi:
10.1016/j.bbadis.2013.10.004. [PMID: 24129262] - Yuan Hu Xuan, Ryza A Priatama, Jin Huang, Byoung Il Je, Jing Miao Liu, Soon Ju Park, Hai Long Piao, Dae Young Son, Jeung Joo Lee, Sung Han Park, Ki Hong Jung, Tae Ho Kim, Chang-Deok Han. Indeterminate domain 10 regulates ammonium-mediated gene expression in rice roots.
The New phytologist.
2013 Feb; 197(3):791-804. doi:
10.1111/nph.12075. [PMID: 23278238] - Rebecca G Hu, Julie C Lim, Michael Kalloniatis, Paul J Donaldson. Cellular localization of glutamate and glutamine metabolism and transport pathways in the rat ciliary epithelium.
Investigative ophthalmology & visual science.
2011 May; 52(6):3345-53. doi:
10.1167/iovs.10-6422. [PMID: 21593199] - L A Sanderson, P A Wright, J W Robinson, J S Ballantyne, N J Bernier. Inhibition of glutamine synthetase during ammonia exposure in rainbow trout indicates a high reserve capacity to prevent brain ammonia toxicity.
The Journal of experimental biology.
2010 Jul; 213(Pt 13):2343-53. doi:
10.1242/jeb.039156. [PMID: 20543133] - Carla Caputo, M Victoria Criado, Irma N Roberts, M Alejandra Gelso, Atilio J Barneix. Regulation of glutamine synthetase 1 and amino acids transport in the phloem of young wheat plants.
Plant physiology and biochemistry : PPB.
2009 May; 47(5):335-42. doi:
10.1016/j.plaphy.2009.01.003. [PMID: 19230696] - Tatsuya Hirano, Yoshikazu Satoh, Atsushi Ohki, Ryuji Takada, Toshiro Arai, Hiroyasu Michiyama. Inhibition of ammonium assimilation restores elongation of seminal rice roots repressed by high levels of exogenous ammonium.
Physiologia plantarum.
2008 Sep; 134(1):183-90. doi:
10.1111/j.1399-3054.2008.01117.x. [PMID: 18419739] - Zhigang Huang, Minting Liang, Jianzong Peng, Tim Xing, Xiaojing Wang. Exogenous ammonium inhibits petal pigmentation and expansion in Gerbera hybrida.
Physiologia plantarum.
2008 Jun; 133(2):254-65. doi:
10.1111/j.1399-3054.2008.01071.x. [PMID: 18346082] - D Garon, E Chosson, J-P Rioult, P Eldin de Pecoulas, P Brasseur, P Vérité. Poisoning by Cnestis ferruginea in Casamance (Senegal): an etiological approach.
Toxicon : official journal of the International Society on Toxinology.
2007 Aug; 50(2):189-95. doi:
10.1016/j.toxicon.2007.03.007. [PMID: 17462687] - Nikolas J Hodges, Richard M Green, James K Chipman, Mark Graham. Induction of DNA strand breaks and oxidative stress in HeLa cells by ethanol is dependent on CYP2E1 expression.
Mutagenesis.
2007 May; 22(3):189-94. doi:
10.1093/mutage/gem001. [PMID: 17284772] - Nirupama Mallick, Laxuman Sharma, Akhilesh Kumar Singh. Poly-beta-hydroxybutyrate accumulation in Nostoc muscorum: effects of metabolic inhibitors.
Journal of plant physiology.
2007 Mar; 164(3):312-7. doi:
10.1016/j.jplph.2006.01.012. [PMID: 16542751] - Oscar Llorca, Marco Betti, José M González, Alfonso Valencia, Antonio J Márquez, José M Valpuesta. The three-dimensional structure of an eukaryotic glutamine synthetase: functional implications of its oligomeric structure.
Journal of structural biology.
2006 Dec; 156(3):469-79. doi:
10.1016/j.jsb.2006.06.003. [PMID: 16884924] - Clémence M Veauvy, M Danielle McDonald, Johan Van Audekerke, Greet Vanhoutte, Nadja Van Camp, Annemie Van der Linden, Patrick J Walsh. Ammonia affects brain nitrogen metabolism but not hydration status in the Gulf toadfish (Opsanus beta).
Aquatic toxicology (Amsterdam, Netherlands).
2005 Aug; 74(1):32-46. doi:
10.1016/j.aquatox.2005.05.003. [PMID: 15927282] - Tetsu Kawaguchi, Saul W Brusilow, Richard J Traystman, Raymond C Koehler. Glutamine-dependent inhibition of pial arteriolar dilation to acetylcholine with and without hyperammonemia in the rat.
American journal of physiology. Regulatory, integrative and comparative physiology.
2005 Jun; 288(6):R1612-9. doi:
10.1152/ajpregu.00783.2004. [PMID: 15705802] - H Tanigami, A Rebel, L J Martin, T-Y Chen, S W Brusilow, R J Traystman, R C Koehler. Effect of glutamine synthetase inhibition on astrocyte swelling and altered astroglial protein expression during hyperammonemia in rats.
Neuroscience.
2005; 131(2):437-49. doi:
10.1016/j.neuroscience.2004.10.045. [PMID: 15708485] - Kirsten Bagh, Toshifumi Hiraoki, Trevor A Thorpe, Hans J Vogel. Nitrogen-15 NMR studies of nitrogen metabolism in Picea glauca buds.
Plant physiology and biochemistry : PPB.
2004 Dec; 42(10):803-9. doi:
10.1016/j.plaphy.2004.09.006. [PMID: 15596100] - Chun-Mei Wang, Martin Ekman, Birgitta Bergman. Expression of cyanobacterial genes involved in heterocyst differentiation and dinitrogen fixation along a plant symbiosis development profile.
Molecular plant-microbe interactions : MPMI.
2004 Apr; 17(4):436-43. doi:
10.1094/mpmi.2004.17.4.436. [PMID: 15077676] - Robert C Carlisle, Tomas Etrych, Simon S Briggs, Jon A Preece, Karel Ulbrich, Leonard W Seymour. Polymer-coated polyethylenimine/DNA complexes designed for triggered activation by intracellular reduction.
The journal of gene medicine.
2004 Mar; 6(3):337-44. doi:
10.1002/jgm.525. [PMID: 15026995] - Yutaka Sonoda, Akira Ikeda, Satomi Saiki, Tomoyuki Yamaya, Junji Yamaguchi. Feedback regulation of the ammonium transporter gene family AMT1 by glutamine in rice.
Plant & cell physiology.
2003 Dec; 44(12):1396-402. doi:
10.1093/pcp/pcg169. [PMID: 14701935] - Z G Evstigneeva, N A Solov'eva, L I Sidel'nikova. [Methionine sulfoximine and phosphinothricin--glutamine synthetase inhibitors and activators and their herbicidal activity (A review)].
Prikladnaia biokhimiia i mikrobiologiia.
2003 Nov; 39(6):613-8. doi:
. [PMID: 14714472] - Christina Schneid, Jean-Pascal De Bandt, Luc Cynober, E Torres, Gérard Reach, Sylviane Darquy. In vivo induction of insulin secretion by ornithine alpha-ketoglutarate: involvement of nitric oxide and glutamine.
Metabolism: clinical and experimental.
2003 Mar; 52(3):344-50. doi:
10.1053/meta.2003.50054. [PMID: 12647274] - Jörgen Persson, Torgny Näsholm. Regulation of amino acid uptake in conifers by exogenous and endogenous nitrogen.
Planta.
2002 Aug; 215(4):639-44. doi:
10.1007/s00425-002-0786-5. [PMID: 12172847] - C R Murthy, K V Rama Rao, G Bai, M D Norenberg. Ammonia-induced production of free radicals in primary cultures of rat astrocytes.
Journal of neuroscience research.
2001 Oct; 66(2):282-8. doi:
10.1002/jnr.1222. [PMID: 11592125] - K Ogawa, Y Tasaka, M Mino, Y Tanaka, M Iwabuchi. Association of glutathione with flowering in Arabidopsis thaliana.
Plant & cell physiology.
2001 May; 42(5):524-30. doi:
10.1093/pcp/pce065. [PMID: 11382819] - S Kiyomiya, H Nakanishi, H Uchida, A Tsuji, S Nishiyama, M Futatsubashi, H Tsukada, N S Ishioka, S Watanabe, T Ito, C Mizuniwa, A Osa, S Matsuhashi, S Hashimoto, T Sekine, S Mori. Real time visualization of 13N-translocation in rice under different environmental conditions using positron emitting Ttacer imaging system.
Plant physiology.
2001 Apr; 125(4):1743-53. doi:
10.1104/pp.125.4.1743. [PMID: 11299355] - F Mesnard, D Marty, F Gillet-Manceau, M A Fliniaux, J P Monti. Glutamine synthetase activity in Solanaceous cell suspensions accumulating alkaloids or not. 13C NMR and enzymatic assay.
Comptes rendus de l'Academie des sciences. Serie III, Sciences de la vie.
1999 Sep; 322(9):743-8. doi:
10.1016/s0764-4469(00)80032-3. [PMID: 10547716] - M T Clemente, A J Márquez. Site-directed mutagenesis of Glu-297 from the alpha-polypeptide of Phaseolus vulgaris glutamine synthetase alters kinetic and structural properties and confers resistance to L-methionine sulfoximine.
Plant molecular biology.
1999 Jul; 40(5):835-45. doi:
10.1023/a:1006257323624. [PMID: 10487218] - S W Olde Damink, I de Blaauw, N E Deutz, P B Soeters. Effects in vivo of decreased plasma and intracellular muscle glutamine concentration on whole-body and hindquarter protein kinetics in rats.
Clinical science (London, England : 1979).
1999 Jun; 96(6):639-46. doi:
10.1042/cs19980389. [PMID: 10334970] - B I Labow, W W Souba, S F Abcouwer. Glutamine synthetase expression in muscle is regulated by transcriptional and posttranscriptional mechanisms.
The American journal of physiology.
1999 06; 276(6):E1136-45. doi:
10.1152/ajpendo.1999.276.6.e1136. [PMID: 10362628] - B I Labow, S F Abcouwer, C M Lin, W W Souba. Glutamine synthetase expression in rat lung is regulated by protein stability.
The American journal of physiology.
1998 11; 275(5):L877-86. doi:
10.1152/ajplung.1998.275.5.l877. [PMID: 9815104] - K Koyama, M Kaya, J Tsujita, S Hori. Effects of decreased plasma glutamine concentrations on peripheral lymphocyte proliferation in rats.
European journal of applied physiology and occupational physiology.
1998; 77(1-2):25-31. doi:
10.1007/s004210050295. [PMID: 9459517] - G O Osuji, W C Madu. Regulation of peanut glutamate dehydrogenase by methionine sulphoximine.
Phytochemistry.
1997 Nov; 46(5):817-25. doi:
10.1016/s0031-9422(97)00395-6. [PMID: 9375417] - S Enosawa, S Suzuki, M Fujino, H Amemiya, T Omasa, S Urayama, N Tanimura, K Suga. An attempt to add biological functions by genetic engineering in order to produce high-performance bioreactor cells for hybrid artificial liver: transfection of glutamine synthetase into Chinese hamster ovary (CHO) cell.
Cell transplantation.
1997 Sep; 6(5):537-40. doi:
10.1016/s0963-6897(97)00073-0. [PMID: 9331509] - H Sugimoto, R C Koehler, D A Wilson, S W Brusilow, R J Traystman. Methionine sulfoximine, a glutamine synthetase inhibitor, attenuates increased extracellular potassium activity during acute hyperammonemia.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism.
1997 Jan; 17(1):44-9. doi:
10.1097/00004647-199701000-00006. [PMID: 8978385] - T M Visarius, D A Putt, J M Schare, D M Pegouske, L H Lash. Pathways of glutathione metabolism and transport in isolated proximal tubular cells from rat kidney.
Biochemical pharmacology.
1996 Jul; 52(2):259-72. doi:
10.1016/0006-2952(96)00203-1. [PMID: 8694851] - H Koyama, N Sugioka, I Hirata, T Ohta, H Kishimoto. Determination of L-buthionin (SR)-sulfoximine, gamma-glutamylcysteine synthetase inhibitor in rat plasma with HPLC after prelabeling with dansyl chloride.
Journal of chromatographic science.
1996 Jul; 34(7):326-9. doi:
10.1093/chromsci/34.7.326. [PMID: 8675550] - M G Gadberry, D B DeNicola, G P Carlson. Pneumotoxicity and hepatotoxicity of styrene and styrene oxide.
Journal of toxicology and environmental health.
1996 Jun; 48(3):273-94. doi:
10.1080/009841096161339. [PMID: 8656450] - T Sadunishvili, N Gvarliani, N Nutsubidze, G Kvesitadze. Effect of methionine sulfoximine on nitrogen metabolism and externally supplied ammonium assimilation in kidney bean.
Ecotoxicology and environmental safety.
1996 Jun; 34(1):70-5. doi:
10.1006/eesa.1996.0046. [PMID: 8793322] - L Sarma, T P Devasagayam, H Mohan, J P Mittal, P C Kesavan. Mechanisms of protection by buthionine sulphoximine against gamma-ray-induced micronuclei in polychromatic erythrocytes of mouse bone marrow.
International journal of radiation biology.
1996 May; 69(5):633-43. doi:
10.1080/095530096145643. [PMID: 8648251] - Z P Yang, W D Dettbarn. Diisopropylphosphorofluoridate-induced cholinergic hyperactivity and lipid peroxidation.
Toxicology and applied pharmacology.
1996 May; 138(1):48-53. doi:
10.1006/taap.1996.0096. [PMID: 8658512] - T Mizutani, K Suzuki. Relative hepatotoxicity of 2-(substituted phenyl)thiazoles and substituted thiobenzamides in mice: evidence for the involvement of thiobenzamides as ring cleavage metabolites in the hepatotoxicity of 2-phenylthiazoles.
Toxicology letters.
1996 May; 85(2):101-5. doi:
10.1016/0378-4274(96)03646-6. [PMID: 8650692] - J L Martin, M J Laster, L Kandel, R L Kerschmann, G F Reed, E I Eger. Metabolism of compound A by renal cysteine-S-conjugate beta-lyase is not the mechanism of compound A-induced renal injury in the rat.
Anesthesia and analgesia.
1996 Apr; 82(4):770-4. doi:
10.1097/00000539-199604000-00017. [PMID: 8615496] - C Leeuwenburgh, S Leichtweis, J Hollander, R Fiebig, M Gore, L L Ji. Effect of acute exercise on glutathione deficient heart.
Molecular and cellular biochemistry.
1996 Mar; 156(1):17-24. doi:
10.1007/bf00239314. [PMID: 8709971] - G Metzger, X M Li, C Mormont, F Lévi. [Rhythmic component of twelve hours].
Pathologie-biologie.
1996 Mar; 44(3):179-82. doi:
NULL. [PMID: 8761605] - P J Howden, S P Faux. Fibre-induced lipid peroxidation leads to DNA adduct formation in Salmonella typhimurium TA104 and rat lung fibroblasts.
Carcinogenesis.
1996 Mar; 17(3):413-9. doi:
10.1093/carcin/17.3.413. [PMID: 8631125] - M L Mesa, R Carrizosa, C Martínez-Honduvilla, M Benito, I Fabregat. Changes in rat liver gene expression induced by thioacetamide: protective role of S-adenosyl-L-methionine by a glutathione-dependent mechanism.
Hepatology (Baltimore, Md.).
1996 Mar; 23(3):600-6. doi:
10.1002/hep.510230327. [PMID: 8617442] - Y J Kang, E O Uthus. Suppression of plasma estradiol and progesterone concentrations by buthionine sulfoximine in female rats.
Biochemical pharmacology.
1996 Feb; 51(4):567-70. doi:
10.1016/0006-2952(95)02221-x. [PMID: 8619904] - H Parekh, H Simpkins. Cross-resistance and collateral sensitivity to natural product drugs in cisplatin-sensitive and -resistant rat lymphoma and human ovarian carcinoma cells.
Cancer chemotherapy and pharmacology.
1996; 37(5):457-62. doi:
10.1007/s002800050412. [PMID: 8599869] - E Agostinelli, E Przybytkowski, D A Averill-Bates. Glucose, glutathione, and cellular response to spermine oxidation products.
Free radical biology & medicine.
1996; 20(5):649-56. doi:
10.1016/0891-5849(95)02149-3. [PMID: 8721611] - P J O'Dwyer, T C Hamilton, F P LaCreta, J M Gallo, D Kilpatrick, T Halbherr, J Brennan, M A Bookman, J Hoffman, R C Young, R L Comis, R F Ozols. Phase I trial of buthionine sulfoximine in combination with melphalan in patients with cancer.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
1996 Jan; 14(1):249-56. doi:
10.1200/jco.1996.14.1.249. [PMID: 8558205] - P N Henschke, S J Elliott. Oxidized glutathione decreases luminal Ca2+ content of the endothelial cell ins(1,4,5)P3-sensitive Ca2+ store.
The Biochemical journal.
1995 Dec; 312 ( Pt 2)(?):485-9. doi:
10.1042/bj3120485. [PMID: 8526860] - S Ueno, N Susa, Y Furukawa, M Sugiyama. Formation of paramagnetic chromium in liver of mice treated with dichromate (VI).
Toxicology and applied pharmacology.
1995 Dec; 135(2):165-71. doi:
10.1006/taap.1995.1219. [PMID: 8545823] - D R Spitz, M T Kinter, R J Roberts. Contribution of increased glutathione content to mechanisms of oxidative stress resistance in hydrogen peroxide resistant hamster fibroblasts.
Journal of cellular physiology.
1995 Dec; 165(3):600-9. doi:
10.1002/jcp.1041650318. [PMID: 7593239] - P A Jean, R A Roth. Naphthylisothiocyanate disposition in bile and its relationship to liver glutathione and toxicity.
Biochemical pharmacology.
1995 Oct; 50(9):1469-74. doi:
10.1016/0006-2952(95)02051-9. [PMID: 7503798] - S Baruchel, T Wang, R Farah, M Jamali, G Batist. In vivo selective modulation of tissue glutathione in a rat mammary carcinoma model.
Biochemical pharmacology.
1995 Oct; 50(9):1505-8. doi:
10.1016/0006-2952(95)02063-2. [PMID: 7503802] - M Toborek, S W Barger, M P Mattson, C J McClain, B Hennig. Role of glutathione redox cycle in TNF-alpha-mediated endothelial cell dysfunction.
Atherosclerosis.
1995 Oct; 117(2):179-88. doi:
10.1016/0021-9150(95)05568-h. [PMID: 8801863] - A B Ohlsson, T Berglund, P Komlos, J Rydström. Plant defense metabolism is increased by the free radical-generating compound AAPH.
Free radical biology & medicine.
1995 Sep; 19(3):319-27. doi:
10.1016/0891-5849(95)00022-p. [PMID: 7557546] - J Patra, A V Subhadra, B B Panda. Cycloheximide and buthionine sulfoximine prevent induction of genotoxic adaptation by cadmium salt against methyl mercuric chloride in embryonic shoot cells of Hordum vulgare L.
Mutation research.
1995 Sep; 348(1):13-8. doi:
10.1016/0165-7992(95)90015-2. [PMID: 7565909] - S Braverman, C Helson, L Helson. Hemin toxicity in a human epithelioid sarcoma cell line.
Anticancer research.
1995 Sep; 15(5B):1963-7. doi:
". [PMID: 8572585] - T Lietz, J Bryła. Glycerol and lactate induce reciprocal changes in glucose formation and glutamine production in isolated rabbit kidney-cortex tubules incubated with aspartate.
Archives of biochemistry and biophysics.
1995 Aug; 321(2):501-9. doi:
10.1006/abbi.1995.1423. [PMID: 7646077] - G J Zaman, J Lankelma, O van Tellingen, J Beijnen, H Dekker, C Paulusma, R P Oude Elferink, F Baas, P Borst. Role of glutathione in the export of compounds from cells by the multidrug-resistance-associated protein.
Proceedings of the National Academy of Sciences of the United States of America.
1995 Aug; 92(17):7690-4. doi:
10.1073/pnas.92.17.7690. [PMID: 7644478] - J Thanislass, M Raveendran, H Devaraj. Buthionine sulfoximine-induced glutathione depletion. Its effect on antioxidants, lipid peroxidation and calcium homeostasis in the lung.
Biochemical pharmacology.
1995 Jul; 50(2):229-34. doi:
10.1016/0006-2952(95)00123-h. [PMID: 7632167] - S L Garber, J A Arruda, G Dunea. Effect of acute and chronic glutathione depletion on renal function in the rat.
Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology.
1995 Jun; 111(2):237-41. doi:
10.1016/0742-8413(95)00042-m. [PMID: 8521245] - D Quiec, C Mazière, R Santus, P André, G Redziniak, F Chevy, C Wolf, F Driss, L Dubertret, J C Mazière. Polyunsaturated fatty acid enrichment increases ultraviolet A-induced lipid peroxidation in NCTC 2544 human keratinocytes.
The Journal of investigative dermatology.
1995 Jun; 104(6):964-9. doi:
10.1111/1523-1747.ep12606224. [PMID: 7769267] - A S Hussein, R D Walter. Purification and characterization of gamma-glutamylcysteine synthetase from Ascaris suum.
Molecular and biochemical parasitology.
1995 Jun; 72(1-2):57-64. doi:
10.1016/0166-6851(94)00064-t. [PMID: 8538700] - M Poot, H Teubert, P S Rabinovitch, T J Kavanagh. De novo synthesis of glutathione is required for both entry into and progression through the cell cycle.
Journal of cellular physiology.
1995 Jun; 163(3):555-60. doi:
10.1002/jcp.1041630316. [PMID: 7539813] - R F Burk, K E Hill, J A Awad, J D Morrow, P R Lyons. Liver and kidney necrosis in selenium-deficient rats depleted of glutathione.
Laboratory investigation; a journal of technical methods and pathology.
1995 Jun; 72(6):723-30. doi:
NULL. [PMID: 7783430] - C Y Kim, C Watanabe, H Satoh. Effects of buthionine sulfoximine (BSO) on mercury distribution after Hg(o) exposure.
Toxicology.
1995 Apr; 98(1-3):67-72. doi:
10.1016/0300-483x(94)02960-3. [PMID: 7740555] - R Howden, P B Goldsbrough, C R Andersen, C S Cobbett. Cadmium-sensitive, cad1 mutants of Arabidopsis thaliana are phytochelatin deficient.
Plant physiology.
1995 Apr; 107(4):1059-66. doi:
10.1104/pp.107.4.1059. [PMID: 7770517] - H H Bohets, M N Van Thielen, I Van der Biest, G F Van Landeghem, P C D'Haese, E J Nouwen, M E De Broe, P J Dierickx. Cytotoxicity of mercury compounds in LLC-PK1, MDCK and human proximal tubular cells.
Kidney international.
1995 Feb; 47(2):395-403. doi:
10.1038/ki.1995.52. [PMID: 7723229] - C Leeuwenburgh, L L Ji. Glutathione depletion in rested and exercised mice: biochemical consequence and adaptation.
Archives of biochemistry and biophysics.
1995 Feb; 316(2):941-9. doi:
10.1006/abbi.1995.1125. [PMID: 7864653] - I Grattagliano, P Wieland, C Schranz, B H Lauterburg. Disposition of glutathione monoethyl ester in the rat: glutathione ester is a slow release form of extracellular glutathione.
The Journal of pharmacology and experimental therapeutics.
1995 Feb; 272(2):484-8. doi:
. [PMID: 7853160] - O Ramos, L Carrizales, L Yáñez, J Mejía, L Batres, D Ortíz, F Díaz-Barriga. Arsenic increased lipid peroxidation in rat tissues by a mechanism independent of glutathione levels.
Environmental health perspectives.
1995 Feb; 103 Suppl 1(?):85-8. doi:
10.1289/ehp.95103s185. [PMID: 7621808] - M T Ebron-McCoy, H P Nichols, J E Andrews, R J Kavlock. Profile of procarbazine-induced embryotoxicity in an embryo hepatocyte co-culture system and after in utero glutathione depletion.
Teratogenesis, carcinogenesis, and mutagenesis.
1995; 15(1):33-42. doi:
10.1002/tcm.1770150105. [PMID: 7604390] - A Meister. Glutathione biosynthesis and its inhibition.
Methods in enzymology.
1995; 252(?):26-30. doi:
10.1016/0076-6879(95)52005-8. [PMID: 7476360] - T Mizutani, Y Irie, K Nakanishi. Styrene-induced hepatotoxicity in mice depleted of glutathione.
Research communications in molecular pathology and pharmacology.
1994 Dec; 86(3):361-74. doi:
. [PMID: 7712112] - C K Sen, M Atalay, O Hänninen. Exercise-induced oxidative stress: glutathione supplementation and deficiency.
Journal of applied physiology (Bethesda, Md. : 1985).
1994 Nov; 77(5):2177-87. doi:
10.1152/jappl.1994.77.5.2177. [PMID: 7868431] - J J Lee, A H Battles. Lead toxicity via arachidonate signal transduction to growth responses in the splenic macrophage.
Environmental research.
1994 Nov; 67(2):209-19. doi:
10.1006/enrs.1994.1075. [PMID: 7982395] - F P Lacreta, J M Brennan, T C Hamilton, R F Ozols, P J O'Dwyer. Stereoselective pharmacokinetics of L-buthionine SR-sulfoximine in patients with cancer.
Drug metabolism and disposition: the biological fate of chemicals.
1994 Nov; 22(6):835-42. doi:
NULL. [PMID: 7895599] - T Mizutani, Y Nakahori, K Yamamoto. p-Dichlorobenzene-induced hepatotoxicity in mice depleted of glutathione by treatment with buthionine sulfoximine.
Toxicology.
1994 Nov; 94(1-3):57-67. doi:
10.1016/0300-483x(94)90028-0. [PMID: 7801330] - K Hagiwara, H Ozasa, K Ota, T Ichikawa. [Induction and prevention of kidney injury induced by GSH depletion and vitamin E deficiency in rats].
Nihon Jinzo Gakkai shi.
1994 Oct; 36(10):1082-9. doi:
NULL. [PMID: 7815739] - A Wolf, C F Trendelenburg, C Diez-Fernandez, P Prieto, A Cordier. Role of glutathione in cyclosporine A in vitro hepatotoxicity.
Transplantation proceedings.
1994 Oct; 26(5):2912-4. doi:
". [PMID: 7940920] - J A Prezioso, D Shields, N Wang, M Rosenstein. Role of gamma-glutamyltranspeptidase-mediated glutathione transport on the radiosensitivity of B16 melanoma variant cell lines.
International journal of radiation oncology, biology, physics.
1994 Sep; 30(2):373-81. doi:
10.1016/0360-3016(94)90017-5. [PMID: 7928464] - M D Kvidera, G B Carey. Glutamine synthetase activity in rat epididymis.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1994 Sep; 206(4):360-4. doi:
10.3181/00379727-206-43772. [PMID: 7915421] - J A Awad, R F Burk, L J Roberts. Effect of selenium deficiency and glutathione-modulating agents on diquat toxicity and lipid peroxidation in rats.
The Journal of pharmacology and experimental therapeutics.
1994 Sep; 270(3):858-64. doi:
NULL. [PMID: 7932197] - R E Lüthen, B A Neuschwander-Tetri, C Niederau, L D Ferrell, J H Grendell. The effect of L-buthionine-[S,R]-sulfoximine on the pancreas in mice. A model of weakening glutathione-based defense mechanisms.
International journal of pancreatology : official journal of the International Association of Pancreatology.
1994 Aug; 16(1):31-6. doi:
NULL. [PMID: 7528760] - Z Shan, D Tan, J Satriano, S Silbiger, D Schlondorff. Intracellular glutathione influences collagen generation by mesangial cells.
Kidney international.
1994 Aug; 46(2):388-95. doi:
10.1038/ki.1994.286. [PMID: 7967350] - S J Berger, D Gosky, E Zborowska, J K Willson, N A Berger. Sensitive enzymatic cycling assay for glutathione: measurements of glutathione content and its modulation by buthionine sulfoximine in vivo and in vitro in human colon cancer.
Cancer research.
1994 Aug; 54(15):4077-83. doi:
NULL. [PMID: 8033140] - S Heeneman, C H Dejong, N E Deutz. Effects of methionine sulphoximine treatment on renal amino acid and ammonia metabolism in rats.
Pflugers Archiv : European journal of physiology.
1994 Jul; 427(5-6):524-32. doi:
10.1007/bf00374270. [PMID: 7971151]