S-Methyl methanethiolsulfonate

Light Yellow Liquid

S-Methyl methanethiosulfonate was used as sulfenylating agent for β-keto sulfoxides, methylene compounds, half-esters of malonic acids and aryl Grignard reagents. It was also used as a reagent to trap the natural thiol-disulfide state of the proteins.

S-Methyl methanethiolsulfonate is used for the rapid and selective modification of sulfhydryl groups of enzymes and it is also useful for mapping the pore-lining regions of the ryanodine receptor.

carbonyl reactive homobifunctional cross-linking reagent cleavable with periodate

ChEBI: A sulfonic acid derivative obtained by condensaton of methanesulfonic acid with methanethiol.

The Journal of Organic Chemistry, 49, p. 2281, 1984 DOI: 10.1021/jo00186a039
Synthetic Communications, 20, p. 365, 1990 DOI: 10.1080/00397919008052777

Interaction of S-methyl methanethiosulfonate (MMTS) with dipalmitoylphosphatidylcholine (DPPC) bilayers has been investigated by FTIR and surface-enhanced Raman spectroscopy.

Purify it by fractional distillation under reduced pressure, IR: 1350, 750 cm-1 . [Applegate et al. J Org Chem 38 943 1973, Beilstein 4 IV 31.]