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Merck

64306

S-Methyl methanethiosulfonate

purum, ≥98.0% (GC)

Sinónimos:

S-Methyl thiomethanesulfonate, MMTS

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Fórmula lineal:
CH3SO2SCH3
Número CAS:
Peso molecular:
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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InChI key

XYONNSVDNIRXKZ-UHFFFAOYSA-N

InChI

1S/C2H6O2S2/c1-5-6(2,3)4/h1-2H3

SMILES string

CSS(C)(=O)=O

grade

purum

assay

≥98.0% (GC)

Quality Level

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

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Categorías relacionadas

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

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Clase de almacenamiento

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

wgk

WGK 3


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    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the solubility of Product 64306, S-Methyl methanethiosulfonate?

    Product 64306, S-Methyl methanethiosulfonate, is practically insoluble in water. It is soluble in methylene chloride. Several references do report that S-Methyl methanethiosulfonate is soluble in isopropanol at a 200mM concentration.  References are provided below: 1.  Yan, W., et al., "Quantitative Proteomic Analysis to Profile Dynamic Changes in the Spatial Distribution of Cellular Proteins", in Methods in Molecular Biology, Vol. 432: Organelle Proteomics, pp. 389-401 (Humana Press, 2008).2.  Sadowski, P.G., et al., Quantitative proteomic approach to study subcellular localization of membrane proteins.  Nature Protocols, 1, 1778-1789 (2006).

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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)
W H Briggs et al.
Journal of agricultural and food chemistry, 48(11), 5731-5735 (2000-11-23)
Thiosulfinates (TSs) have been implicated as a principle source of the antiplatelet property of raw onion and garlic juice. The in vitro responses of human platelets to dosages of four TSs were measured using whole blood aggregometry and compared by
D J Smith et al.
Biochemistry, 14(4), 766-771 (1975-02-25)
New reagents for the temporary blocking of active or accessible sulfhydryl groups of enzymes have been developed. These reagents, which are either alkyl alkanethiolsulfonates or alkoxycarbonylalkyl disulfides, rapidly and quantitatively place various RS- groups on the sulfhydryls to generate mixed

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