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64306

Sigma-Aldrich

S-Methyl methanethiosulfonate

purum, ≥98.0% (GC)

Sinônimo(s):

S-Methyl thiomethanesulfonate, MMTS

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About This Item

Fórmula linear:
CH3SO2SCH3
Número CAS:
2949-92-0
Peso molecular:
126.20
Beilstein:
1446059
Número CE:
220-970-0
Número MDL:
MFCD00007565
Código UNSPSC:
12352100
ID de substância PubChem:
329759952
NACRES:
NA.22

grau

purum

Nível de qualidade

200

Ensaio

≥98.0% (GC)

índice de refração

n20/D 1.513 (lit.)
n20/D 1.513

pb

69-71 °C/0.4 mmHg (lit.)

solubilidade

chloroform: 750mg + 5 ml Chloroform mg/mL, colorless to light greenish-yellow

densidade

1.337 g/mL at 20 °C
1.337 g/mL at 25 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CSS(C)(=O)=O

InChI

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

chave InChI

XYONNSVDNIRXKZ-UHFFFAOYSA-N

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Aplicação


  • 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).

Atenção

may discolor to yellow on storage

Outras notas

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

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

188.6 °F - closed cup

Ponto de fulgor (°C)

87 °C - closed cup

Equipamento de proteção individual

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análise (COA)

Lot/Batch Number
BCCJ9487
BCCJ9486
BCCH3918
BCCG0900
BCCF9493

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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
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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