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Merck
CN

63705

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:
Molecular Weight:
164.18
UNSPSC Code:
12161504
NACRES:
NA.25
PubChem Substance ID:
EC Number:
243-285-9
Beilstein/REAXYS Number:
3657828
MDL number:
Assay:
≥98.0% (RT)
Quality level:
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InChI key

XOGTZOOQQBDUSI-UHFFFAOYSA-M

InChI

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

SMILES string

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

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

Quality Level

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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
Biosynthesis of coenzyme Mcitation

wgk

WGK 2

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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R.H. White
Biochemistry, 24, 6487-6487 (1985)
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
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
John T Mullen et al.
Cancer, 118(15), 3758-3765 (2011-12-20)
Patients with large, high-grade, extremity soft tissue sarcomas (STS) are at significant risk for distant recurrence and death. A regimen of preoperative chemotherapy consisting of mesna, Adriamycin (doxorubicin), ifosfamide, and dacarbazine (MAID), interdigitated with radiotherapy (RT) and followed by resection
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

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