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S-Methyl methanethiosulfonate

Name: <I>S</I>-Methyl methanethiosulfonate
Brand: SIAL

purum, ≥98.0% (GC)

Synonym(s):

S-Methyl thiomethanesulfonate, MMTS

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About This Item

Linear Formula:

CH₃SO₂SCH₃

CAS Number:

2949-92-0

Molecular Weight:

126.20

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

329759952

EC Number:

220-970-0

Beilstein/REAXYS Number:

1446059

MDL number:

MFCD00007565

Assay:

≥98.0% (GC)

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grade

purum

Quality Level

200

assay

≥98.0% (GC)

refractive index

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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Related Categories

Organic Building Blocks

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).

Other Notes

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

Disclaimer

may discolor to yellow on storage

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

pictograms

GHS06

signalword

Danger

hcodes

H301,H317

pcodes

P261 - P264 - P272 - P280 - P301 + P310 - P302 + P352

Hazard Classifications

Acute Tox. 3 Oral - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

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P. Laszlo et al.

The Journal of Organic Chemistry, 49, 2281-2281 (1984)

Does s-methyl methanethiosulfonate trap the thiol-disulfide state of proteins?

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

D. Scholz

Synthesis, 944-944 (1983)

Simple alkanethiol groups for temporary blocking of sulfhydryl groups of enzymes.

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

Differential inhibition of human platelet aggregation by selected Allium thiosulfinates.

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

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Global Trade Item Number

SKU	GTIN
778672-25KG	04061833367568
W326305-1KG	04061835566839
W326305-100G	04061837528651
V900400-500G	04061832649580
30089-25G	04061826660591
168149-500G	04061835554416
168149-100G	04061835521173
243005-1KG	04055977199079
243005-100GM	04055977199086
243005-25GM	07790788054939
30089-1G-KC	04061826680261
30089-500G	04061833440315
30089-100G	04061826660096
1028381000	04022536037387
1028380100	04022536037370
1028389010	04022536692678
778672-100G	04061833315064
C7352-100G	04061835568321
C7352-25G	04061835568338
8160140100	04022536423746
8160140025	04022536423739
168149-25G	04061835554409

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