| 词条 | Methionine sulfoximine |
| 释义 |
| Name = L-Methionine sulfoximine | ImageFile = L-Methionine sulfoximine.svg | IUPACName = (2S)-2-Amino-4-(S-methylsulfonimidoyl)butanoic acid | OtherNames = L-Methionine sulfoximine; MSO | Section1 = {{Chembox Identifiers | SMILES = CS(=N)(=O)CC[C@@H](C(=O)O)N | ChemSpiderID = 80339 | PubChem = 89034 | CASNo = 15985-39-4 | EC_number = 217-845-8 | ChEBI = 28490 | Beilstein = 1725509 | StdInChI=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/s1 | StdInChIKey = SXTAYKAGBXMACB-DPVSGNNYSA-N }} | Section2 = {{Chembox Properties | C=5|H=12|N=2|O=3|S=1 }} | Section3 = {{Chembox Related | OtherCompounds = Buthionine sulfoximine Glufosinate }} }}Methionine sulfoximine (MSO) is an irreversible glutamine synthetase inhibitor. It is the sulfoximine derivative of methionine with convulsant effects.[1] Mechanism of actionMSO is phosphorylated by glutamine synthetase. The resulting product acts as a transition state analog that irreversibly binds to the glutamine synthetase, thereby inhibiting the enzyme.[2] {{clear-left}} See also
References1. ^{{cite journal |last1=Rowe |first1=WB |last2=Meister |first2=A |title=Identification of L-methionine-S-sulfoximine as the convulsant isomer of methionine sulfoximine. |journal=Proceedings of the National Academy of Sciences of the United States of America |date=June 1970 |volume=66 |issue=2 |pages=500-6 |pmid=4393740 |pmc=283073}} {{Convulsants}}{{Glutamate metabolism and transport modulators}}{{Organic-compound-stub}}{{Biochem-stub}}2. ^{{cite journal |last1=Krajewski |first1=W. W. |last2=Jones |first2=T. A. |last3=Mowbray |first3=S. L. |title=Structure of Mycobacterium tuberculosis glutamine synthetase in complex with a transition-state mimic provides functional insights |journal=Proceedings of the National Academy of Sciences |date=18 July 2005 |volume=102 |issue=30 |pages=10499–10504 |doi=10.1073/pnas.0502248102 |pmid=16027359 |pmc=1180770}} 4 : Convulsants|Glutamine synthetase inhibitors|Amino acid derivatives|Sulfoximines |
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