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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

p.e.

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.)

grupo funcional

disulfide

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
BCCG0900
BCCF9493
BCCF8633
BCCB1962
BCBT7839

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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
P. Laszlo et al.
The Journal of Organic Chemistry, 49, 2281-2281 (1984)
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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