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Merck

64306

Sigma-Aldrich

S-Methyl methanethiosulfonate

purum, ≥98.0% (GC)

Sinónimos:

S-Methyl thiomethanesulfonate, MMTS

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1 ML
US$ 59,10
10 ML
US$ 282,00

US$ 59,10


Fecha estimada de envío22 de marzo de 2025


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1 ML
US$ 59,10
10 ML
US$ 282,00

About This Item

Fórmula lineal:
CH3SO2SCH3
Número de CAS:
Peso molecular:
126.20
Beilstein/REAXYS Number:
1446059
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

US$ 59,10


Fecha estimada de envío22 de marzo de 2025


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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.)

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

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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[1]; For the α-methylsulfenylation of cyclic ketones[2]; Methyl disulfides from thiols; selective, reversible inactivation of enzymes[3][4]

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


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Visite la Librería de documentos

D. Scholz
Synthesis, 944-944 (1983)
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
Vladimír Čermák et al.
Scientific data, 7(1), 160-160 (2020-05-29)
The plasticity of cancer cell invasion represents substantial hindrance for effective anti-metastatic therapy. To better understand the cancer cells' plasticity, we performed complex transcriptomic and proteomic profiling of HT1080 fibrosarcoma cells undergoing mesenchymal-amoeboid transition (MAT). As amoeboid migratory phenotype can
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

Questions

1–2 of 2 Questions  
  1. What is the Department of Transportation shipping information for this product?

    1 answer
    1. 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.

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

    1 answer
    1. 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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