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Merck
CN

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
220-970-0
Beilstein/REAXYS Number:
1446059
MDL number:
Assay:
≥98.0% (GC)
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grade

purum

Quality Level

assay

≥98.0% (GC)

refractive index

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

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).

Other Notes

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

Disclaimer

may discolor to yellow on storage


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wgk

WGK 3

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects



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P. Laszlo et al.
The Journal of Organic Chemistry, 49, 2281-2281 (1984)
D. Scholz
Synthesis, 944-944 (1983)
P J Britto et al.
The Biochemical journal, 389(Pt 2), 549-558 (2005-03-04)
All 20 cysteine residues are accessible to disulphide reagents in the tubulin dimer, whereas only four are accessible in taxol-stabilized microtubules. Reaction rates with disulphide reagents are a function of the reagent, are decreased by G nucleotides, and increased with



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SKUGTIN
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