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M0880 Sigma

Ethyl methanesulfonate

liquid

Synonym: Ethyl mesylate, Methanesulfonic acid ethyl ester

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Properties

form   liquid
refractive index   n20/D 1.418(lit.)
bp   85-86 °C/10 mmHg(lit.)
density   1.206 g/mL at 20 °C

Description

Frequently Asked Questions

Live Chat and Frequently Asked Questions are available for this Product.

Biochem/physiol Actions

DNA ethylating agent mutagenic in plants and animals and carcinogenic in mammals. It has been used as a model alkylating agent in studies of DNA repair processes.

Packaging

1, 5, 10, 25, 100 g in glass bottle

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Hazard Codes (Europe) 
T
Risk Statements (Europe) 
Safety Statements (Europe) 
53-36/37-45
RIDADR 
UN 3082 9 / PGIII
WGK Germany 
3
RTECS 
PB2100000
Flash Point(F) 
212 °F
Flash Point(C) 
100 °C

Protocols & Articles

Articles

Carcinogenesis and Epigenetics

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete. The expansion of the carcinogenesi...
Vicki Caligur
BioFiles 2008, 3.5, 18.
Keywords: Acetylations, Adhesion, Alkylations, Apoptosis, Biofiles, Cancer, Carcinogens, Cell division, Cell proliferation, Cell signaling, DNA microarrays, Drug discovery, Environmental, Epigenetics, Events, Gene expression, Genetic, Hormones, Metabolism, Methylations, Microarray Analysis, Mutagens, PAGE, Recombination, Reductions, Sequences, Transcription, Type, transformation

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Peer-Reviewed Papers

References

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In vitro studies of DNA damage and its repair in cells from NHL patients with different p53 mutant protein status, resistant (p53(+)) and sensitive (p53(-)) to cancer chemotherapy. Foroutan, B., et al. J. Pharmacol. Toxicol. Methods 55, 58-64, (2007)

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A review of the genetic effects of ethyl methanesulfonate. Sega, G.A. Mutat. Res. 134, 113-142, (1984)

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Effect of nucleotide excision repair on hprt gene mutations in rodent cells exposed to DNA ethylating agents. Op het Veld, C.W., et al. Mutagenesis 12, 417-424, (1997)

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Mutation identification by direct comparison of whole-genome sequencing data from mutant and wild-type individuals using k-mers. Nordström KJ, Albani MC, James GV, et al. Nat. Biotechnol. 31(4), 325-30, (2013)

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Radiation and chemical mutagen induced somaclonal variations through in vitro organogenesis of cotton (Gossypium hirsutum L.). Muthusamy A and Jayabalan N Int. J. Radiat. Biol. 90(12), 1229-39, (2014)

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[EMS mutation of suspension cells and selection of high temperature tolerant mutants from Pinellia ternata]. Tao X, Zhang A, Xue J, et al. Zhongguo Zhong Yao Za Zhi 37(12), 1731-3, (2012)

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Interspecific comparison of ethyl methanesulfonate-induced mutation rates in relation to genome size. Schalet AP Mutat. Res. 49(3), 313-40, (1978)

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Measurement of the influence of flavonoids on DNA repair kinetics using the comet assay. Charles C, Chemais M, Stévigny C, et al. Food Chem. 135(4), 2974-81, (2012)

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Fast isogenic mapping-by-sequencing of ethyl methanesulfonate-induced mutant bulks. Hartwig B, James GV, Konrad K, et al. Plant Physiol. 160(2), 591-600, (2012)

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BIN2 functions redundantly with other Arabidopsis GSK3-like kinases to regulate brassinosteroid signaling. Zhenyan Yan et al Plant Physiol. 150, 710-21, (2009)

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MEF10 is required for RNA editing at nad2-842 in mitochondria of Arabidopsis thaliana and interacts with MORF8. Härtel B, Zehrmann A, Verbitskiy D, et al. Plant Mol. Biol. 81(4-5), 337-46, (2013)

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Literature review on the genotoxicity, reproductive toxicity, and carcinogenicity of ethyl methanesulfonate. Gocke E, Bürgin H, Müller L, et al. Toxicol. Lett. 190(3), 254-65, (2009)

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Insensitivity of the in vitro cytokinesis-block micronucleus assay with human lymphocytes for the detection of DNA damage present at the start of the cell culture. Speit G, Linsenmeyer R, Schütz P, et al. Mutagenesis 27(6), 743-7, (2012)

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Arabidopsis EDM2 promotes IBM1 distal polyadenylation and regulates genome DNA methylation patterns. Lei M, La H, Lu K, et al. Proc. Natl. Acad. Sci. U. S. A. 111(1), 527-32, (2014)

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A diploid wheat TILLING resource for wheat functional genomics. Rawat N, Sehgal SK, Joshi A, et al. BMC Plant Biol. 12, 205, (2012)

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Induction, rapid fixation and retention of mutations in vegetatively propagated banana. Jankowicz-Cieslak J, Huynh OA, Brozynska M, et al. Plant Biotechnol. J. 10(9), 1056-66, (2012)

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In vitro generation of somaclonal variant plants of sugarcane for tolerance to Fusarium sacchari. Mahlanza T, Rutherford RS, Snyman SJ, et al. Plant Cell Rep. 32(2), 249-62, (2013)

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TCP transcription factor, BRANCH ANGLE DEFECTIVE 1 (BAD1), is required for normal tassel branch angle formation in maize. Bai F, Reinheimer R, Durantini D, et al. Proc. Natl. Acad. Sci. U. S. A. 109(30), 12225-30, (2012)

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Quantitative assessment of the dose-response of alkylating agents in DNA repair proficient and deficient ames tester strains. Tang L, Guérard M, and Zeller A Environ. Mol. Mutagen. 55(1), 15-23, (2014)

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Benefit-of-doubt (BOD) scoring: a sequencing-based method for SNP candidate assessment from high to medium read number data sets. Sedlazeck FJ, Talloji P, von Haeseler A, et al. Genomics 101(3), 204-9, (2013)

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Identification of transmembrane domain 3, 4 & 5 residues that contribute to the formation of the ligand-binding pocket of the urotensin-II receptor. Sainsily X, Cabana J, Boulais PE, et al. Biochem. Pharmacol. 86(11), 1584-93, (2013)

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Analysis by substituted cysteine scanning mutagenesis of the fourth transmembrane domain of the CXCR4 receptor in its inactive and active state. Boulais PE, Escher E, and Leduc R Biochem. Pharmacol. 85(4), 541-50, (2013)

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Both OsRecQ1 and OsRDR1 are required for the production of small RNA in response to DNA-damage in rice. Chen H, Kobayashi K, Miyao A, et al. PLoS ONE 8(1), e55252, (2013)

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About half of the late sodium current in cardiac myocytes from dog ventricle is due to non-cardiac-type Na(+) channels. Biet M, Barajas-Martínez H, Ton AT, et al. J. Mol. Cell. Cardiol. 53(5), 593-8, (2012)

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Efficiency of selected mutagens in generating Xanthophyllomyces dendrorhous strains hyperproducing astaxanthin. Stachowiak B Pol. J. Microbiol. 62(1), 67-72, (2013)

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An efficient rice mutagenesis system based on suspension-cultured cells. Chen YL, Liang HL, Ma XL, et al. J. Integr. Plant Biol. 55(2), 122-30, (2013)

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Unusual case of apparent hypermutation in Arabidopsis thaliana. Sasaki T, Naumann U, Forai P, et al. Genetics 192(4), 1271-80, (2012)

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Calcium channel blockers protect against aluminium-induced DNA damage and block adaptive response to genotoxic stress in plant cells. Achary VM, Parinandi NL, and Panda BB Mutat. Res. 751(2), 130-8, (2013)

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Protective activity of Cynara scolymus L. leaf extract against chemically induced complex genomic alterations in CHO cells. Jacociunas LV, de Andrade HH, Lehmann M, et al. Phytomedicine 20(12), 1131-4, (2013)

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Combining molecular docking and 3-D pharmacophore generation to enclose the in vivo antigenotoxic activity of naturally occurring aromatic compounds: myricetin, quercetin, rutin, and rosmarinic acid. Mladenović M, Matić S, Stanić S, et al. Biochem. Pharmacol. 86(9), 1376-96, (2013)

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Artichoke induces genetic toxicity and decreases ethyl methanesulfonate-related DNA damage in Chinese hamster ovary cells. Jacociunas LV, de Andrade HH, Lehmann M, et al. J. Med. Food 15(10), 873-8, (2012)

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Restoration of proper trafficking to the cell surface for membrane proteins harboring cysteine mutations. Lopez-Rodriguez A and Holmgren M PLoS ONE 7(10), e47693, (2012)

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Effects of genotoxicity and its consequences at the population level in sexual and asexual Artemia assessed by analysis of inter-simple sequence repeats (ISSR). Sukumaran S and Grant A Mutat. Res. 757(1), 8-14, (2013)

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Transmembrane domain three contributes to the ion conductance pathway of channelrhodopsin-2. Gaiko O and Dempski RE Biophys. J. 104(6), 1230-7, (2013)

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Differential responses of sexual and asexual Artemia to genotoxicity by a reference mutagen: Is the comet assay a reliable predictor of population level responses? Sukumaran S and Grant A Ecotoxicol. Environ. Saf. 91, 110-6, (2013)

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Brahmarasayana protects against Ethyl methanesulfonate or Methyl methanesulfonate induced chromosomal aberrations in mouse bone marrow cells. Guruprasad KP, Subramanian A, Singh VJ, et al. BMC Complement Altern. Med. 12, 113, (2012)

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Genetic and chemical characterization of an EMS induced mutation in Cucumis melo CRTISO gene. Galpaz N, Burger Y, Lavee T, et al. Arch. Biochem. Biophys. 539(2), 117-25, (2013)

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Determination of genotoxicity by the Comet assay applied to murine precision-cut lung slices. Switalla S, Knebel J, Ritter D, et al. Toxicol. In Vitro 27(2), 798-803, (2013)

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Effects of dietary genistein on hormone-dependent rat mammary carcinogenesis induced by ethyl methanesulphonate. Ono M, Koga T, Ueo H, et al. Nutr. Cancer 64(8), 1204-10, (2012)

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Evaluation of the Pig-a, micronucleus, and comet assay endpoints in a 28-day study with ethyl methanesulfonate. Gunther WC, Coffing SL, Dickinson DA, et al. Environ. Mol. Mutagen. 55(6), 492-9, (2014)

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Construction of a supF-based system for detection of mutations in the chromosomal DNA of Arabidopsis. Hiratsu K, Shiotani S, Makino K, et al. Mol. Genet. Genomics 288(12), 707-15, (2013)

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In vivo antigenotoxic potential and possible mechanism of action of selected 4-hydroxy-2H-chromen-2-one derivatives. Matić S, Stanić S, Solujić S, et al. J. Biochem. Mol. Toxicol. 26(8), 322-30, (2012)

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Genetic modifiers of comatose mutations in Drosophila: insights into neuronal NSF (N-ethylmaleimide-sensitive fusion factor) functions. Sanyal S and Krishnan KS J. Neurogenet. 26(3-4), 348-59, (2012)

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Merck 14,3827

Beil. 4,IV,12

Corp MSDS 1 (1), 1634:B / FT-IR 2 (1), 1521:B / FT-IR 1 (1), 898:B / FT-NMR 1 (1), 1440:B / IR-Spectra (3), 540:F / NMR-Reference 2 (2), 800:B / RegBook 1 (1), 1069:D / Sax 6, 1368 / Sigma FT-IR 1 (2), 704:C / Structure Index 1, 166:C:3 / Vapor Phase 3, 833:D

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