Methyl methanesulfonate

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H6O3S
Molecular Weight	110.132
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COS(C)(=O)=O

InChI

InChIKey=MBABOKRGFJTBAE-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C2H6O3S
Molecular Weight	110.132
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Posttranscriptional regulation of the RAD5 DNA repair gene by the Dun1 kinase and the Pan2-Pan3 poly(A)-nuclease complex contributes to survival of replication blocks.	2002-06-21	11953437
Ku is important for telomere maintenance, but not for differential expression of telomeric VSG genes, in African trypanosomes.	2002-06-14	11919193
Central role for the XRCC1 BRCT I domain in mammalian DNA single-strand break repair.	2002-04	11909950
SN2 DNA-alkylating agent-induced phosphorylation of p53 and activation of p21 gene expression.	2002-03-20	11890931
Selective depletion of human DNA-methyltransferase DNMT1 proteins by sulfonate-derived methylating agents.	2002-03-15	11912126
In vivo reconstitution of Saccharomyces cerevisiae DNA polymerase epsilon in insect cells. Purification and characterization.	2002-03-08	11756442
Deficiency in DNA polymerase beta provokes replication-dependent apoptosis via DNA breakage, Bcl-2 decline and caspase-3/9 activation.	2002-03-01	11888930
A comparison of the in vitro Comet assay with the in vitro chromosome aberration assay using whole human blood or Chinese hamster lung cells: validation study using a range of novel pharmaceuticals.	2002-03	11880546
Pnk1, a DNA kinase/phosphatase required for normal response to DNA damage by gamma-radiation or camptothecin in Schizosaccharomyces pombe.	2002-02-08	11729194
Reduced fertility and hypersensitivity to mitomycin C characterize Fancg/Xrcc9 null mice.	2002-02-01	11823446
Leucine aminopeptidase during meiotic development.	2002-02	11846784
Werner and Bloom helicases are involved in DNA repair in a complementary fashion.	2002-01-31	11840341
A role for Rad23 proteins in 26S proteasome-dependent protein degradation?	2002-01-29	11804604
Implication of p53 in base excision DNA repair: in vivo evidence.	2002-01-24	11850801
Structure of spin-labeled methylmethanethiolsulfonate in solution and bound to TEM-1 beta-lactamase determined by electron nuclear double resonance spectroscopy.	2002-01-22	11790101
Evaluation of the genotoxic potential of some microbial volatile organic compounds (MVOC) with the comet assay, the micronucleus assay and the HPRT gene mutation assay.	2002-01-15	11719099
Application of the single cell gel electrophoresis on yeast cells.	2002-01-15	11719091
Defective flap endonuclease 1 activity in mammalian cells is associated with impaired DNA repair and prolonged S phase delay.	2002-01-04	11687589
Synthesis and activities of bactobolin derivatives having new functionality at C-3.	2002-01	11918072
MMS1 protects against replication-dependent DNA damage in Saccharomyces cerevisiae.	2002-01	11810260
Aging alters the apoptotic response to genotoxic stress.	2002-01	11786880
An antisense construct of full-length human RAD50 cDNA confers sensitivity to ionizing radiation and alkylating agents on human cell lines.	2002-01	11754637
Inducible protective processes in animal systems. X. Influence of nicotinamide in methyl methanesulfonate-adapted mouse bone marrow cells.	2002-01	11752227
Distinct functions of BRCA1 and BRCA2 in double-strand break repair.	2002	11879553
Deletion of the MAG1 DNA glycosylase gene suppresses alkylation-induced killing and mutagenesis in yeast cells lacking AP endonucleases.	2001-12-19	11738940
Relationship between base excision repair capacity and DNA alkylating agent sensitivity in mouse monocytes.	2001-12-19	11738938
Detection of DNA adducts using a quantitative long PCR technique and the fluorogenic 5' nuclease assay (TaqMan).	2001-12-12	11733068
Fission yeast Rad50 stimulates sister chromatid recombination and links cohesion with repair.	2001-12-03	11726502
The protein kinase PKB/Akt regulates cell survival and apoptosis by inhibiting Bax conformational change.	2001-11-22	11753656
On the nature of conformational openings: native and unfolded-state hydrogen and thiol-disulfide exchange studies of ferric aquomyoglobin.	2001-11-16	11724540
The structure-specific endonuclease Ercc1-Xpf is required for targeted gene replacement in embryonic stem cells.	2001-11-15	11707424
Hyperactivation of the yeast DNA damage checkpoint by TEL1 and DDC2 overexpression.	2001-11-15	11707419
The participation of AtXPB1, the XPB/RAD25 homologue gene from Arabidopsis thaliana, in DNA repair and plant development.	2001-11	11737776
Role of the DNA repair nucleases Rad13, Rad2 and Uve1 of Schizosaccharomyces pombe in mismatch correction.	2001-10-19	11800554
Investigation of genotoxic and antigenotoxic activities of chlorophylls and chlorophyllin in cultured V79 cells.	2001-10-18	11525916
Genotoxic effects of copper sulphate in freshwater planarian in vivo, studied with the single-cell gel test (comet assay).	2001-10-18	11525904
Differential activation of mitogen-activated protein kinases by methyl methanesulfonate in the kidney of young and old rats.	2001-10-18	11525903
Age-specific changes in expression, activity, and activation of the c-Jun NH(2)-terminal kinase and p38 mitogen-activated protein kinases by methyl methanesulfonate in rats.	2001-10	11557281
Antimutagenic effects of the mushroom Agaricus blazei Murrill extracts on V79 cells.	2001-09-20	11551475
TATA binding protein-associated CK2 transduces DNA damage signals to the RNA polymerase III transcriptional machinery.	2001-09-07	11551505
Multiple interactions among the components of the recombinational DNA repair system in Schizosaccharomyces pombe.	2001-09	11560889
In vivo consequences of putative active site mutations in yeast DNA polymerases alpha, epsilon, delta, and zeta.	2001-09	11560886
Synergism between base excision repair, mediated by the DNA glycosylases Ntg1 and Ntg2, and nucleotide excision repair in the removal of oxidatively damaged DNA bases in Saccharomyces cerevisiae.	2001-08	11523781
On the role of alkylating mechanisms, O-alkylation and DNA-repair in genotoxicity and mutagenicity of alkylating methanesulfonates of widely varying structures in bacterial systems.	2001-07-31	11518566
The N-terminal region of Sgs1, which interacts with Top3, is required for complementation of MMS sensitivity and suppression of hyper-recombination in sgs1 disruptants.	2001-07	11523801
DNA damage and repair in Arabidopsis thaliana as measured by the comet assay after treatment with different classes of genotoxins.	2001-06-27	11516718
Increased DNA double strand breakage is responsible for sensitivity of the pso3-1 mutant of Saccharomyces cerevisiae to hydrogen peroxide.	2001-05-10	11585367
Detection of alkylation damage in human lymphocyte DNA with the comet assay.	2001	11833769
BRCA2 and homologous recombination.	2001	11597317
Mammalian DNA beta-polymerase in base excision repair of alkylation damage.	2001	11554313

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:10:40 GMT 2025` Edited by `admin` on `Mon Mar 31 18:10:40 GMT 2025`
Record UNII	AT5C31J09G
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-50256

Preferred Name

English

Methyl methanesulfonate

Systematic Name

English

METHYL METHANESULFONATE [IARC]

Common Name

English

METHYL METHANESULFONATE [HSDB]

Common Name

English

METHYL METHANESULPHONATE

Systematic Name

English

METHYL METHANESULFONATE [MI]

Common Name

English

METHYL MESYLATE

Systematic Name

English

MMS

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C45190