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M1511

Supelco

Sodium 2-mercaptoethanesulfonate

analytical standard, ≥98.0% (titration)

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Synonym(s):
2-Mercaptoethanesulfonic acid sodium salt, Coenzyme M sodium salt, HS-CoM Na, MESNA
Linear Formula:
HSCH2CH2SO3Na
CAS Number:
19767-45-4
Molecular Weight:
164.18
Beilstein:
3657828
EC Number:
243-285-9
MDL number:
MFCD00007535
PubChem Substance ID:
329817882
NACRES:
NA.24

grade

analytical standard

Quality Level

200

Assay

≥98.0% (titration)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

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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General description

Sodium 2-mercaptoethanesulfonate is a thiol compound commonly used as an auxiliary drug, to reduce the side effects of anti-cancer drugs, such as oxazaphosphorine, cyclophosphamide, and ifosfamide. It acts by forming a non-toxic compound upon reacting with the toxic metabolites of the drugs like acrolein.

Application

The analytical standard can also be used as follows:
  • Quantification of sodium 2-mercaptoethanesulfonate (MESNA) from human samples by micellar electrokinetic chromatography (MEKC) coupled with UV detection and in-capillary derivatization of MESNA
  • Development of a fluorescence-enhanced histidine stabilized gold nanoclusters (His-Au NCs) based probe for the detection of sodium 2-mercaptoethanesulfonate in uromitexan samples
  • High-performance liquid chromatography-tandem mass spectrometric based bioanalysis of sodium 2-mercaptoethanesulfonate in rat plasma samples
  • To quantify sodium 2-mercaptoethanesulfonate in two of its pharmaceutical preparations (injections) by surface-enhanced Raman scattering (SERS) using gold colloid as a probe

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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)

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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
John H Lewis et al.
Nature structural & molecular biology, 26(9), 802-807 (2019-09-07)
Conformational changes within typical protein molecules are rapid and small, making their quantitative resolution challenging. These changes generally involve rotational motions and may thus be resolved by determining changes in the orientation of a fluorescent label that assumes a unique
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