64306

S-Methyl methanethiosulfonate

purum, ≥98.0% (GC)

• Synonym(s): S-Methyl thiomethanesulfonate, MMTS
• Linear Formula: CH₃SO₂SCH₃
• CAS Number: 2949-92-0
• Molecular Weight: 126.20
• Beilstein/REAXYS Number: 1446059
• EC Number: 220-970-0
• MDL number: MFCD00007565
• UNSPSC Code: 12352100
• PubChem Substance ID: 329759952
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 200
• assay: ≥98.0% (GC)
• refractive index: n20/D 1.513 (lit.); n20/D 1.513
• bp: 69-71 °C/0.4 mmHg (lit.)
• solubility: chloroform: 750mg + 5 ml Chloroform mg/mL, colorless to light greenish-yellow
• density: 1.337 g/mL at 20 °C; 1.337 g/mL at 25 °C (lit.)
• functional group: disulfide
• storage temp.: 2-8°C
• SMILES string: CSS(C)(=O)=O
• InChI: 1S/C2H6O2S2/c1-5-6(2,3)4/h1-2H3
• InChI key: XYONNSVDNIRXKZ-UHFFFAOYSA-N

Description

Application

• Modification of Thiol Enzymes: S-methyl methanethiosulfonate (MMTS) offers a unique method for the modification of thiol enzymes and redox-regulated proteins, providing potential applications in biochemical research focused on enzyme regulation and redox biology (Makarov et al., 2019).


• Sensor Development for Protease Activity: S-methyl methanethiosulfonate is used as a blocking reagent on the structural transitions of papain-like cysteine proteases, which supports its utility in sensor development, allowing for the detection and analysis of protease activity in various biological processes (Markovic et al., 2023).


• Agricultural Pathogen Control: Research evaluating S-methyl methanethiosulfonate as a late blight inhibitor highlights its potential as a broad-range toxin against plant pathogens, suggesting applications in agriculture for the management of crop diseases (Joller et al., 2020).

Caution

may discolor to yellow on storage

Other Notes

Methylsulfenylating agent with many applications; For the α-methylsulfenylation of cyclic ketones; Methyl disulfides from thiols; selective, reversible inactivation of enzymes

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 2
• flash_point_f: 188.6 °F - closed cup
• flash_point_c: 87 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter