A negatively-charged MTS
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Product Categories

Product Type

Biochemicals
Labeling & Detection
Reactive Probes

Research Area

MTSES

Item No. 16529

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(methylsulfonyl)thio]-ethanesulfonic acid, monosodium salt
CAS Number
184644-83-5
Synonyms
  • Sodium (2-Sulfonatoethyl)methanethiosulfonate
Molecular Formula
C3H7O5S3 • Na
Formula Weight
242.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
[O-]S(CCSS(C)(=O)=O)(=O)=O.[Na+]
InChi Code
InChI=1S/C3H8O5S3.Na/c1-10(4,5)9-2-3-11(6,7)8;/h2-3H2,1H3,(H,6,7,8);/q;+1/p-1
InChi Key
NZSYKLNULKPWIX-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $49

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    50 mg

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    100 mg

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    250 mg

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    Product Description

    Methanethiosulfonates (MTS) are sulfhydryl-reactive compounds that form mixed disulfide linkages and are commonly used to study cysteine residues on proteins. Sodium (2-sulfonatoethyl)methanethiosulfonate (MTSES) is a negatively-charged, membrane impermeant MTS. It is highly reactive with ionized thiolates but not with unionized thiols and, therefore, targets sulfhydryl groups accessible from the aqueous medium. MTSES is used to probe the structural and functional properties of native proteins, particularly those associated with membranes, including channels and transporters.1,2,3 In addition, charged MTS compounds like MTSES are combined with cysteine scanning mutagenesis to study non-cysteine residues.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lang, R.J., Harvey, J.R., and Mulholland, E.L. Sodium (2-sulfonatoethyl) methanethiosulfonate prevents S-nitroso-L-cysteine activation of Ca2+-activated K+ (BKCa) channels in myocytes of the guinea-pig taenia caeca. Br. J. Pharmacol. 139(6), 1153-1163 (2003).

    2. Li, R.A., Tsushima, R.G., Kallen, R.G., et al. Pore residues critical for μ-CTX binding to rat skeletal muscle Na+ channels revealed by cysteine mutagenesis. Biophys. J. 73(4), 1874-1884 (1997).

    3. Guan, L., and Kaback, H.R. Site-directed alkylation of cysteine to test solvent accessibility of membrane proteins. Nat. Protoc. 2(8), 2012-2017 (2007).

    4. Engh, A.M., and Maduke, M. Cysteine accessibility in ClC-0 supports conservation of the ClC intracellular vestibule. J. Gen. Physiol. 125(6), 601-617 (2014).

    5. Liu, X., Alexander, C., Serrano, J., et al. Variable reactivity of an engineered cysteine at position 338 in cystic fibrosis transmembrane conductance regulator reflects different chemical states of the thiol. The Journal of Biological Chemisty 281(12), 8275-8285 (2006).