64306
S-Methyl methanethiosulfonate
purum, ≥98.0% (GC)
Synonym(s):
S-Methyl thiomethanesulfonate, MMTS
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About This Item
Linear Formula:
CH3SO2SCH3
CAS Number:
Molecular Weight:
126.20
Beilstein:
1446059
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
grade
purum
Quality Level
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.)
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
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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
Storage Class Code
10 - Combustible liquids
WGK
WGK 2
Flash Point(F)
188.6 °F - closed cup
Flash Point(C)
87 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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P. Laszlo et al.
The Journal of Organic Chemistry, 49, 2281-2281 (1984)
Anna-Riikka Karala et al.
Antioxidants & redox signaling, 9(4), 527-531 (2007-02-07)
S-Methyl methanethiosulfonate (MMTS) is a reagent used to trap the natural thiol-disulfide state of the proteins. The efficiency of trapping mixed disulfides in vivo has been found to be higher for MMTS than for the more commonly used N-ethylmaleimide. MMTS
D. Scholz
Synthesis, 944-944 (1983)
Joanne Walsh et al.
Journal of proteomics, 108, 171-187 (2014-05-27)
The transcription factor Nrf2 is a master regulator of cellular defence: Nrf2 null mice (Nrf2((-/-))) are highly susceptible to chemically induced toxicities. We report a comparative iTRAQ-based study in Nrf2((-/-)) mice treated with a potent inducer, methyl-2-cyano-3,12-dioxooleana-1,9(11)dien-28-oate (CDDO-me; bardoxolone -methyl)
G Loussouarn et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(7), 4227-4232 (2001-03-29)
Interactions of sulfhydryl reagents with introduced cysteines in the pore-forming (Kir6.2) subunits of the K(ATP) channel were examined. 2-Aminoethyl methanethiosulfonate (MTSEA(+)) failed to modify Cd(2+)-insensitive control-Kir6.2 channels, but rapidly and irreversibly modified Kir6.2[L164C] (L164C) channels. Although a single Cd(2+) ion
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