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64306

Sigma-Aldrich

S-Methyl methanethiosulfonate

purum, ≥98.0% (GC)

Synonyme(s) :

S-Methyl thiomethanesulfonate, MMTS

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About This Item

Formule linéaire :
CH3SO2SCH3
Numéro CAS:
2949-92-0
Poids moléculaire :
126.20
Numéro Beilstein :
1446059
Numéro CE :
220-970-0
Numéro MDL:
MFCD00007565
Code UNSPSC :
12352100
ID de substance PubChem :
329759952
Nomenclature NACRES :
NA.22

Qualité

purum

Niveau de qualité

200

Pureté

≥98.0% (GC)

Indice de réfraction

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

Point d'ébullition

69-71 °C/0.4 mmHg (lit.)

Solubilité

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

Densité

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

Température de stockage

2-8°C

Chaîne SMILES 

CSS(C)(=O)=O

InChI

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

Clé InChI

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).

Attention

may discolor to yellow on storage

Autres remarques

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

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

188.6 °F - closed cup

Point d'éclair (°C)

87 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
BCCJ9487
BCCJ9486
BCCH3918
BCCG0900
BCCF9493

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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)
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
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
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