Methionine sulfoximine is composed of two different diastereomers, which are L-S-Methionine sulfoximine and L-R-Methionine sulfoximine. These affect the longevity of the model mouse for Lou Gehrig's disease.[3] Overproduction of glutamate results to excitotoxicity, which kills the cell. Since methionine sulfoximine inhibits glutamate production in the brain, it prevents excitotoxicity. Thus, increasing the longevity of the mice.[4]
Mechanism of actionedit
MSO is phosphorylated by glutamine synthetase. The resulting product acts as a transition state analog that is unable to diffuse from the active site, thereby inhibiting the enzyme.[5]
Phosphorylation of MSO by glutamine synthetase
Referencesedit
^Carroll, P.; Waddell, S. J.; Butcher, P. D.; Parish, T. (2011). "Methionine sulfoximine resistance in Mycobacterium tuberculosis is due to a single nucleotide deletion resulting in increased expression of the major glutamine synthetase, GlnA1". Microbial Drug Resistance. 17 (3): 351–355. doi:10.1089/mdr.2010.0125. PMC3161625. PMID 21875360.
^Rowe, WB; Meister, A (June 1970). "Identification of L-methionine-S-sulfoximine as the convulsant isomer of methionine sulfoximine". Proceedings of the National Academy of Sciences of the United States of America. 66 (2): 500–6. Bibcode:1970PNAS...66..500R. doi:10.1073/pnas.66.2.500. PMC283073. PMID 4393740.
^Brusilow, William S. A. (2017-04-24). "Identification of the isomer of methionine sulfoximine that extends the lifespan of the SOD1 G93A mouse". Neuroscience Letters. 647: 165–167. doi:10.1016/j.neulet.2017.03.029. ISSN 0304-3940. PMID 28323087. S2CID 45664203.
^Bame, Monica; Pentiak, Patricia A.; Needleman, Richard; Brusilow, William S. A. (2012-12-01). "Effect of Sex on Lifespan, Disease Progression, and the Response to Methionine Sulfoximine in the SOD1 G93A Mouse Model for ALS". Gender Medicine. 9 (6): 524–535. doi:10.1016/j.genm.2012.10.014. ISSN 1550-8579. PMID 23217569.
^Krajewski, W. W.; Jones, T. A.; Mowbray, S. L. (18 July 2005). "Structure of Mycobacterium tuberculosis glutamine synthetase in complex with a transition-state mimic provides functional insights". Proceedings of the National Academy of Sciences. 102 (30): 10499–10504. Bibcode:2005PNAS..10210499K. doi:10.1073/pnas.0502248102. PMC1180770. PMID 16027359.
This article about an organic compound is a stub. You can help Wikipedia by expanding it.
methionine, sulfoximine, also, known, metsox, irreversible, glutamine, synthetase, inhibitor, sulfoximine, derivative, methionine, with, convulsant, effects, names, iupac, name, amino, methylsulfonimidoyl, butanoic, acid, other, names, identifiers, number, 159. Methionine sulfoximine MSO also known as MetSox 1 is an irreversible glutamine synthetase inhibitor It is the sulfoximine derivative of methionine with convulsant effects 2 l Methionine sulfoximine Names IUPAC name 2S 2 Amino 4 S methylsulfonimidoyl butanoic acid Other names l Methionine sulfoximine MSO Identifiers CAS Number 15985 39 4 Y 3D model JSmol Interactive image Beilstein Reference 1725509 ChEBI CHEBI 28490 ChemSpider 80339 ECHA InfoCard 100 016 224 EC Number 217 845 8 PubChem CID 89034 UNII M9P6YZ6JX9 Y InChI InChI 1S C5H12N2O3S c1 11 7 10 3 2 4 6 5 8 9 h4 7H 2 3 6H2 1H3 H 8 9 t4 11 m0 s1Key SXTAYKAGBXMACB DPVSGNNYSA N SMILES CS N O CC C H C O O N Properties Chemical formula C 5H 12N 2O 3S Molar mass 180 22 g mol 1 Related compounds Related compounds Buthionine sulfoximineGlufosinate Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references Methionine sulfoximine is composed of two different diastereomers which are L S Methionine sulfoximine and L R Methionine sulfoximine These affect the longevity of the model mouse for Lou Gehrig s disease 3 Overproduction of glutamate results to excitotoxicity which kills the cell Since methionine sulfoximine inhibits glutamate production in the brain it prevents excitotoxicity Thus increasing the longevity of the mice 4 Mechanism of action editMSO is phosphorylated by glutamine synthetase The resulting product acts as a transition state analog that is unable to diffuse from the active site thereby inhibiting the enzyme 5 nbsp Phosphorylation of MSO by glutamine synthetaseReferences edit Carroll P Waddell S J Butcher P D Parish T 2011 Methionine sulfoximine resistance in Mycobacterium tuberculosis is due to a single nucleotide deletion resulting in increased expression of the major glutamine synthetase GlnA1 Microbial Drug Resistance 17 3 351 355 doi 10 1089 mdr 2010 0125 PMC 3161625 PMID 21875360 Rowe WB Meister A June 1970 Identification of L methionine S sulfoximine as the convulsant isomer of methionine sulfoximine Proceedings of the National Academy of Sciences of the United States of America 66 2 500 6 Bibcode 1970PNAS 66 500R doi 10 1073 pnas 66 2 500 PMC 283073 PMID 4393740 Brusilow William S A 2017 04 24 Identification of the isomer of methionine sulfoximine that extends the lifespan of the SOD1 G93A mouse Neuroscience Letters 647 165 167 doi 10 1016 j neulet 2017 03 029 ISSN 0304 3940 PMID 28323087 S2CID 45664203 Bame Monica Pentiak Patricia A Needleman Richard Brusilow William S A 2012 12 01 Effect of Sex on Lifespan Disease Progression and the Response to Methionine Sulfoximine in the SOD1 G93A Mouse Model for ALS Gender Medicine 9 6 524 535 doi 10 1016 j genm 2012 10 014 ISSN 1550 8579 PMID 23217569 Krajewski W W Jones T A Mowbray S L 18 July 2005 Structure of Mycobacterium tuberculosis glutamine synthetase in complex with a transition state mimic provides functional insights Proceedings of the National Academy of Sciences 102 30 10499 10504 Bibcode 2005PNAS 10210499K doi 10 1073 pnas 0502248102 PMC 1180770 PMID 16027359 nbsp This article about an organic compound is a stub You can help Wikipedia by expanding it vte nbsp This biochemistry article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Methionine sulfoximine amp oldid 1175817750, wikipedia, wiki, book, books, library,
