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64306

Sigma-Aldrich

S-Methyl methanethiosulfonate

purum, ≥98.0% (GC)

Synonyma:

S-Methyl thiomethanesulfonate, MMTS

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About This Item

Lineární vzorec:
CH3SO2SCH3
Číslo CAS:
2949-92-0
Molekulová hmotnost:
126.20
Beilstein/REAXYS Number:
1446059
EC Number:
220-970-0
MDL number:
MFCD00007565
UNSPSC Code:
12352100
PubChem Substance ID:
329759952
NACRES:
NA.22

grade

purum

Quality Level

200

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.)

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; For the α-methylsulfenylation of cyclic ketones; Methyl disulfides from thiols; selective, reversible inactivation of enzymes

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

Vyberte jednu z posledních verzí:

Osvědčení o analýze (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)
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
W H Briggs et al.
Journal of agricultural and food chemistry, 48(11), 5731-5735 (2000-11-23)
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Scientific data, 7(1), 160-160 (2020-05-29)
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