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Methyl methanesulfonate

certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Synonym(s):

Methanesulfonic acid methyl ester

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About This Item

Linear Formula:
CH3SO3CH3
CAS Number:
66-27-3
Molecular Weight:
110.13
Beilstein:
1098586
EC Number:
200-625-0
MDL number:
MFCD00007557
UNSPSC Code:
41116107
PubChem Substance ID:
329768176
NACRES:
NA.24

grade

certified reference material
TraceCERT®

Quality Level

300

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.414 (lit.)

bp

202-203 °C (lit.)

density

1.3 g/mL at 25 °C (lit.)

application(s)

environmental
pharmaceutical

format

neat

storage temp.

2-8°C

SMILES string

COS(C)(=O)=O

InChI

1S/C2H6O3S/c1-5-6(2,3)4/h1-2H3

InChI key

MBABOKRGFJTBAE-UHFFFAOYSA-N

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General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ. Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate. Download your certificate at: http://www.sigma-aldrich.com.

Methyl methanesulfonate belongs to the group of alkyl sulfonate esters, termed as potential genotoxic impurities (GTIs).

Application

Methyl methanesulfonate may be used as certified reference material for the quantification of the analyte in pharmaceutical formulations using gas chromatography coupled to triple quadrupole mass spectrometry.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Principle

DNA adduct; adds methyl groups to DNA at 7-guanine preferentially, but also 3-adenine and 3-guanine.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2 - Carc. 2 - Eye Irrit. 2 - Muta. 1B - Repr. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 Inhalation

Target Organs

Lungs

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

219.2 °F - closed cup

Flash Point(C)

104 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM3712
BCCF0423
BCBW5627
BCBV5857
BCBS4882V

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Development and validation of a sensitive method for alkyl sulfonate genotoxic impurities determination in drug substances using gas chromatography coupled to triple quadrupole mass spectrometry
Liu Z, et al.
Journal of Pharmaceutical and Biomedical Analysis, 168(3), 23-29 (2019)
Dongqing Huang et al.
Molecular and cellular biology, 33(8), 1515-1527 (2013-02-06)
Cells employ error-free or error-prone postreplication repair (PRR) processes to tolerate DNA damage. Here, we present a genome-wide screen for sensitivity to 0.001% methyl methanesulfonate (MMS). This relatively low dose is of particular interest because wild-type cells exhibit no discernible
R Santos et al.
Reproductive toxicology (Elmsford, N.Y.), 36, 6-11 (2012-11-28)
Many xenobiotics released in the aquatic environment exhibit a genotoxic potential toward organisms. Long term exposure to such compounds is expected to lead to multigenerational reproductive defects, further influencing the recruitment rate and hence, the population dynamics. Paternal exposure to
Stephanie Jungmichel et al.
Molecular cell, 52(2), 272-285 (2013-09-24)
Poly(ADP-ribos)ylation (PARylation) is a reversible posttranslational modification found in higher eukaryotes. However, little is known about PARylation acceptor proteins. Here, we describe a sensitive proteomics approach based on high-accuracy quantitative mass spectrometry for the identification of PARylated proteins induced under
Nicolas Dénervaud et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(39), 15842-15847 (2013-09-11)
Observing cellular responses to perturbations is central to generating and testing hypotheses in biology. We developed a massively parallel microchemostat array capable of growing and observing 1,152 yeast-GFP strains on the single-cell level with 20 min time resolution. We measured
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