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63705

Sigma-Aldrich

Sodium 2-mercaptoethanesulfonate

BioXtra, ≥98.0% (RT)

Synonym(s):

2-Mercaptoethanesulfonic acid sodium salt, Coenzyme M sodium salt, HS-CoM Na, MESNA

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About This Item

Linear Formula:
HSCH2CH2SO3Na
CAS Number:
19767-45-4
Molecular Weight:
164.18
Beilstein:
3657828
EC Number:
243-285-9
MDL number:
MFCD00007535
UNSPSC Code:
12161504
PubChem Substance ID:
57651954
NACRES:
NA.25

product line

BioXtra

Assay

≥98.0% (RT)

loss

≤2.0% loss on drying, 20 °C (HV)

cation traces

Ca: ≤150 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤100 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

[Na+].[O-]S(=O)(=O)CCS

InChI

1S/C2H6O3S2.Na/c3-7(4,5)2-1-6;/h6H,1-2H2,(H,3,4,5);/q;+1/p-1

InChI key

XOGTZOOQQBDUSI-UHFFFAOYSA-M

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Application

2-Mercaptoethanesulfonic acid sodium salt (Coenzyme M sodium salt, MESNA) is used as an antioxidant and cytoprotective agent in a wide variety of applications from protection from toxicity of therapeutic agents, such as cyclophosphamide to prevention from brain injury damage.

Other Notes

Biosynthesis of coenzyme M

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R.H. White
Biochemistry, 24, 6487-6487 (1985)
Astrid Hoeppner et al.
Acta crystallographica. Section D, Biological crystallography, 68(Pt 11), 1549-1557 (2012-10-24)
The zinc-containing corrinoid:coenzyme M methyltransferase MtaA is part of the methanol-coenzyme M-methyltransferase complex of Methanosarcina mazei. The whole complex consists of three subunits: MtaA, MtaB and MtaC. The MtaB-MtaC complex catalyses the cleavage of methanol (bound to MtaB) and the
P Pramanik et al.
Chemosphere, 90(2), 873-876 (2012-08-14)
Methanogens utilize simple carbon compounds to produce methane (CH(4)) under strictly anaerobic condition. During methanogenesis, methyl coenzyme M (MeCoM) is reduced by MeCoM reductase enzyme to CH(4) involving a nickel-containing cofactor F(430). In this experiment, strong chelating agent like ethylenediaminetetraacetic
Erdal Resit Yilmaz et al.
Acta neurochirurgica, 155(1), 141-149 (2012-10-12)
The agent, 2-mercaptoethane sulfonate (MESNA), is a synthetic small molecule, widely used as a systemic protective agent against chemotherapy toxicity, but is primarily used to reduce hemorrhagic cystitis induced by cyclophosphamide. Because MESNA has potential antioxidant and cytoprotective effects, so
Yong Chen et al.
Journal of surgical oncology, 106(2), 162-168 (2012-02-03)
The role of adjuvant chemotherapy (AC) in treatment of synovial sarcoma remains controversial. Aim of our study is to investigate the influence of AC on disease-specific survival and metastasis free survival, the difference in time to metastasis (TTM) was also
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