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Sigma-Aldrich

S-Methyl methanethiosulfonate

purum, ≥98.0% (GC)

Sinonimo/i:

S-Methyl thiomethanesulfonate, MMTS

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About This Item

Formula condensata:
CH3SO2SCH3
Numero CAS:
2949-92-0
Peso molecolare:
126.20
Beilstein:
1446059
Numero CE:
220-970-0
Numero MDL:
MFCD00007565
Codice UNSPSC:
12352100
ID PubChem:
329759952
NACRES:
NA.22

Grado

purum

Livello qualitativo

200

Saggio

≥98.0% (GC)

Indice di rifrazione

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

P. eboll.

69-71 °C/0.4 mmHg (lit.)

Solubilità

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

Densità

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

Temperatura di conservazione

2-8°C

Stringa SMILE

CSS(C)(=O)=O

InChI

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

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Applicazioni


  • 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).

Avvertenza

may discolor to yellow on storage

Altre note

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

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

188.6 °F - closed cup

Punto d’infiammabilità (°C)

87 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
BCCJ9487
BCCJ9486
BCCH3918
BCCG0900
BCCF9493

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P. Laszlo et al.
The Journal of Organic Chemistry, 49, 2281-2281 (1984)
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
Erin K Zess et al.
PLoS biology, 17(7), e3000373-e3000373 (2019-07-23)
Autophagy-related protein 8 (ATG8) is a highly conserved ubiquitin-like protein that modulates autophagy pathways by binding autophagic membranes and a number of proteins, including cargo receptors and core autophagy components. Throughout plant evolution, ATG8 has expanded from a single protein
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