Methionine sulfone

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Methionine sulfone
Names
IUPAC name
S,S-dioxo-L-methionine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.027.976 Edit this at Wikidata
EC Number
  • L: 230-774-7
UNII
  • InChI=1S/C5H11NO4S/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
    Key: UCUNFLYVYCGDHP-BYPYZUCNSA-N
  • L: InChI=1S/C5H11NO4S/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
    Key: UCUNFLYVYCGDHP-BYPYZUCNSA-N
  • ±: CS(=O)(=O)CC[C@@H](C(=O)O)N
Properties
C5H11NO4S
Molar mass 181.21 g·mol−1
Appearance white solid
Melting point 250–251 °C (482–484 °F; 523–524 K) single enantiomer
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Methionine sulfone is the organic compound with the formula CH3SO2CH2CH2CH(NH2)CO2H. Although it is an amino acid that occurs naturally, it is formed post-translationally, arising by the double oxidation of methionine via the intermediate methionine sulfoxide.[1][2] The methionine sulfone residue is found in the enzyme catalase of the bacterium Proteus mirabilis.[3]

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