Methioninesulfoximine

Methioninesulfoximine
Structuurformule en molecuulmodel
Algemeen
Molecuulformule
IUPAC-naam	(2S)-2-Amino-4-(S-methylsulfonimidoyl) butanoic acid
Andere namen	MetSox MSO
SMILES	CS(=N)(=O)CC[C@@H](C(=O)O)N
CAS-nummer	15985-39-4
PubChem	89034
Wikidata	Q27120816
Portaal	Scheikunde

Methioninesulfoximine (MSO, ook bekend als MetSox^[1]) is een onomkeerbare glutaminesynthetaseremmer. Het is het sulfoximinederivaat van methionine met convulsieve effecten.^[2]

Methioninesulfoximine is samengesteld uit twee verschillende diastereomeren, namelijk LS-methioninesulfoximine en LR-methioninesulfoximine.

MSO wordt gefosforyleerd door glutaminesynthetase.

Bronnen, noten en/of referenties

↑ Carroll, P. (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. PMID 21875360. PMC 3161625. DOI: 10.1089/mdr.2010.0125.
↑ Rowe, WB (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. PMID 4393740. PMC 283073. DOI: 10.1073/pnas.66.2.500.

[1] Carroll, P. (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. PMID 21875360. PMC 3161625. DOI: 10.1089/mdr.2010.0125.

[2] Rowe, WB (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. PMID 4393740. PMC 283073. DOI: 10.1073/pnas.66.2.500.

[1]

[2]