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2140-61-6,MFCD00006548
Catalog No.:AA003481

2140-61-6 | 5-Methylcytidine

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1g
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$22.00   $15.00
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25g
97%
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$424.00   $297.00
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100g
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$1,407.00   $985.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003481
Chemical Name:
5-Methylcytidine
CAS Number:
2140-61-6
Molecular Formula:
C10H15N3O5
Molecular Weight:
257.2432
MDL Number:
MFCD00006548
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(C)c(nc1=O)N
Properties
Properties
 
BP:
537.5°C at 760 mmHg  
Form:
Solid  
MP:
212-215 °C (dec.)(lit.)  
Refractive Index:
15 ° (C=2, H2O)  
Storage:
Inert atmosphere;-20 ℃;  

Computed Properties
 
Complexity:
422  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
2  
XLogP3:
-2  

Literature

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Journal: PloS one 20130101

Title: Contribution of AT-, GC-, and methylated cytidine-rich DNA to chromatin composition in Malpighian tubule cell nuclei of Panstrongylus megistus (Hemiptera, Reduviidae).

Journal: Acta histochemica 20121101

Title: Maf1-mediated repression of RNA polymerase III transcription inhibits tRNA degradation via RTD pathway.

Journal: RNA (New York, N.Y.) 20121001

Title: Prevention of age-related changes in hippocampal levels of 5-methylcytidine by caloric restriction.

Journal: Neurobiology of aging 20120801

Title: Age-related increase in levels of 5-hydroxymethylcytosine in mouse hippocampus is prevented by caloric restriction.

Journal: Current Alzheimer research 20120601

Title: Increased erythropoiesis in mice injected with submicrogram quantities of pseudouridine-containing mRNA encoding erythropoietin.

Journal: Molecular therapy : the journal of the American Society of Gene Therapy 20120501

Title: Alteration of DNA demethylation dynamics by in vitro culture conditions in rabbit pre-implantation embryos.

Journal: Epigenetics 20120501

Title: In Posidonia oceanica cadmium induces changes in DNA methylation and chromatin patterning.

Journal: Journal of experimental botany 20120101

Title: Dynamic DNA cytosine methylation in the Populus trichocarpa genome: tissue-level variation and relationship to gene expression.

Journal: BMC genomics 20120101

Title: High resolution methylome map of rat indicates role of intragenic DNA methylation in identification of coding region.

Journal: PloS one 20120101

Title: Tet2 disruption leads to enhanced self-renewal and altered differentiation of fetal liver hematopoietic stem cells.

Journal: Scientific reports 20120101

Title: A cross-platform genome-wide comparison of the relationship of promoter DNA methylation to gene expression.

Journal: Frontiers in genetics 20120101

Title: Transgenerational actions of environmental compounds on reproductive disease and identification of epigenetic biomarkers of ancestral exposures.

Journal: PloS one 20120101

Title: An unexpected function of the Prader-Willi syndrome imprinting center in maternal imprinting in mice.

Journal: PloS one 20120101

Title: Global methylation patterns in idiopathic pulmonary fibrosis.

Journal: PloS one 20120101

Title: Breast cancer cells induce stromal fibroblasts to secrete ADAMTS1 for cancer invasion through an epigenetic change.

Journal: PloS one 20120101

Title: Analysis of the methylome of human embryonic stem cells employing methylated DNA immunoprecipitation coupled to next-generation sequencing.

Journal: Methods in molecular biology (Clifton, N.J.) 20120101

Title: Environmentally induced epigenetic transgenerational inheritance of ovarian disease.

Journal: PloS one 20120101

Title: 5-Methylcytosine and 5-hydroxymethylcytosine spatiotemporal profiles in the mouse zygote.

Journal: PloS one 20120101

Title: Methylated DNA immunoprecipitation (MeDIP) from low amounts of cells.

Journal: Methods in molecular biology (Clifton, N.J.) 20120101

Title: The RNA-methyltransferase Misu (NSun2) poises epidermal stem cells to differentiate.

Journal: PLoS genetics 20111201

Title: Neonatal exposure to high doses of 17β-estradiol results in inhibition of heparanase-1 expression in the adult prostate.

Journal: Histochemistry and cell biology 20111101

Title: Selective derivatization of cytosine and methylcytosine moieties with 2-bromoacetophenone for submicrogram DNA methylation analysis by reversed phase HPLC with spectrofluorimetric detection.

Journal: Analytical chemistry 20111015

Title: The state-of-the-art determination of urinary nucleosides using chromatographic techniques 'hyphenated' with advanced bioinformatic methods.

Journal: Analytical and bioanalytical chemistry 20111001

Title: Retrotransposon-induced heterochromatin spreading in the mouse revealed by insertional polymorphisms.

Journal: PLoS genetics 20110901

Title: Epigenetic effect of cadmium on global de novo DNA hypomethylation in the cadmium-induced ventral body wall defect (VBWD) in the chick model.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20110401

Title: Arabidopsis HDA6 regulates locus-directed heterochromatin silencing in cooperation with MET1.

Journal: PLoS genetics 20110401

Title: Phenobarbital mediates an epigenetic switch at the constitutive androstane receptor (CAR) target gene Cyp2b10 in the liver of B6C3F1 mice.

Journal: PloS one 20110101

Title: Transformation of human mesenchymal cells and skin fibroblasts into hematopoietic cells.

Journal: PloS one 20110101

Title: Energy metabolism in H460 lung cancer cells: effects of histone deacetylase inhibitors.

Journal: PloS one 20110101

Title: MiR-185 targets the DNA methyltransferases 1 and regulates global DNA methylation in human glioma.

Journal: Molecular cancer 20110101

Title: Retroviral integration mutagenesis in mice and comparative analysis in human AML identify reduced PTP4A3 expression as a prognostic indicator.

Journal: PloS one 20110101

Title: Epigenetic modulation of miR-122 facilitates human embryonic stem cell self-renewal and hepatocellular carcinoma proliferation.

Journal: PloS one 20110101

Title: Structure of an archaeal homologue of the bacterial Fmu/RsmB/RrmB rRNA cytosine 5-methyltransferase.

Journal: Acta crystallographica. Section D, Biological crystallography 20101201

Title: A quantitative systems approach reveals dynamic control of tRNA modifications during cellular stress.

Journal: PLoS genetics 20101201

Title: Label-free DNA methylation analysis using opto-fluidic ring resonators.

Journal: Biosensors & bioelectronics 20101115

Title: AutoMeDIP-seq: a high-throughput, whole genome, DNA methylation assay.

Journal: Methods (San Diego, Calif.) 20101101

Title: Nanomechanical recognition measurements of individual DNA molecules reveal epigenetic methylation patterns.

Journal: Nature nanotechnology 20101101

Title: Crystal structure of Methanocaldococcus jannaschii Trm4 complexed with sinefungin.

Journal: Journal of molecular biology 20100820

Title: Multi-site-specific 16S rRNA methyltransferase RsmF from Thermus thermophilus.

Journal: RNA (New York, N.Y.) 20100801

Title: Ribonucleoside labeling with Os(VI): a methodological approach to evaluation of RNA methylation by HPLC-ICP-MS.

Journal: Metallomics : integrated biometal science 20100201

Title: Genome-wide DNA methylation profiling reveals novel epigenetically regulated genes and non-coding RNAs in human testicular cancer.

Journal: British journal of cancer 20100119

Title: Generation of a recombinant single-chain variable fragment (scFv) targeting 5-methyl-2'-deoxycytidine.

Journal: Journal of biochemistry 20100101

Title: Altered intra-nuclear organisation of heterochromatin and genes in ICF syndrome.

Journal: PloS one 20100101

Title: Trichostatin A and 5-azacytidine both cause an increase in global histone H4 acetylation and a decrease in global DNA and H3K9 methylation during mitosis in maize.

Journal: BMC plant biology 20100101

Title: Transfer RNA modifications and genes for modifying enzymes in Arabidopsis thaliana.

Journal: BMC plant biology 20100101

Title: Assessing the efficiency and significance of Methylated DNA Immunoprecipitation (MeDIP) assays in using in vitro methylated genomic DNA.

Journal: BMC research notes 20100101

Title: Epigenetic transgenerational actions of vinclozolin on promoter regions of the sperm epigenome.

Journal: PloS one 20100101

Title: Transcriptome, methylome and genomic variations analysis of ectopic thyroid glands.

Journal: PloS one 20100101

Title: Concomitant heterochromatinisation and down-regulation of gene expression unveils epigenetic silencing of RELB in an aggressive subset of chronic lymphocytic leukemia in males.

Journal: BMC medical genomics 20100101

Title: Titrimetric immunohistochemical evaluation of DNA hypomethylation in uterine tumours.

Journal: Journal of clinical pathology 20091101

Title: Frequent long-range epigenetic silencing of protocadherin gene clusters on chromosome 5q31 in Wilms' tumor.

Journal: PLoS genetics 20091101

Title: Development of a novel output value for quantitative assessment in methylated DNA immunoprecipitation-CpG island microarray analysis.

Journal: DNA research : an international journal for rapid publication of reports on genes and genomes 20091001

Title: Accurate measurement of DNA methylation that is traceable to the international system of units.

Journal: Analytical chemistry 20090901

Title: A novel method to assess the full genome methylation profile using monoclonal antibody combined with the high throughput based microarray approach.

Journal: Epigenetics 20090816

Title: DNA methyltransferase-mediated transcriptional silencing in malignant glioma: a combined whole-genome microarray and promoter array analysis.

Journal: Oncogene 20090723

Title: Specific loss of histone H3 lysine 9 trimethylation and HP1gamma/cohesin binding at D4Z4 repeats is associated with facioscapulohumeral dystrophy (FSHD).

Journal: PLoS genetics 20090701

Title: Effective, homogeneous and transient interference with cytosine methylation in plant genomic DNA by zebularine.

Journal: The Plant journal : for cell and molecular biology 20090201

Title: Methylated DNA immunoprecipitation (MeDIP).

Journal: Methods in molecular biology (Clifton, N.J.) 20090101

Title: Remodeling of the chromatin structure of the facioscapulohumeral muscular dystrophy (FSHD) locus and upregulation of FSHD-related gene 1 (FRG1) expression during human myogenic differentiation.

Journal: BMC biology 20090101

Title: Epigenetic differences in cortical neurons from a pair of monozygotic twins discordant for Alzheimer's disease.

Journal: PloS one 20090101

Title: Effect of IVF and laser zona dissection on DNA methylation pattern of mouse zygotes.

Journal: Mammalian genome : official journal of the International Mammalian Genome Society 20090101

Title: Global mapping of DNA methylation in mouse promoters reveals epigenetic reprogramming of pluripotency genes.

Journal: PLoS genetics 20080601

Title: Degradation of several hypomodified mature tRNA species in Saccharomyces cerevisiae is mediated by Met22 and the 5'-3' exonucleases Rat1 and Xrn1.

Journal: Genes & development 20080515

Title: Modifications in small interfering RNA that separate immunostimulation from RNA interference.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20080301

Title: Functional group and substructure searching as a tool in metabolomics.

Journal: PloS one 20080101

Title: DNA methylation and histone acetylation patterns in cultured bovine fibroblasts for nuclear transfer.

Journal: Molecular reproduction and development 20071201

Title: Increased urinary level of oxidized nucleosides in patients with mild-to-moderate Alzheimer's disease.

Journal: Clinical biochemistry 20070901

Title: Incorporation of two modified nucleosides allows selective platination of an oligonucleotide making it suitable for duplex cross-linking.

Journal: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20070801

Title: Collision-induced dissociation of cytidine and its derivatives.

Journal: Journal of mass spectrometry : JMS 20070101

Title: Modulation by decitabine of gene expression and growth of osteosarcoma U2OS cells in vitro and in xenografts: identification of apoptotic genes as targets for demethylation.

Journal: Cancer cell international 20070101

Title: Postembryonic establishment of megabase-scale gene silencing in nucleolar dominance.

Journal: PloS one 20070101

Title: Metabolic signature of breast cancer cell line MCF-7: profiling of modified nucleosides via LC-IT MS coupling.

Journal: BMC biochemistry 20070101

Title: The structure of the RNA m5C methyltransferase YebU from Escherichia coli reveals a C-terminal RNA-recruiting PUA domain.

Journal: Journal of molecular biology 20060721

Title: Modified nucleosides: an accurate tumour marker for clinical diagnosis of cancer, early detection and therapy control.

Journal: British journal of cancer 20060605

Title: Epigenetic regulation: DNA confers identity but is not enough to maintain it.

Journal: Genome biology 20060101

Title: Global DNA methylation evaluation: potential complementary marker in differential diagnosis of thyroid neoplasia.

Journal: Virchows Archiv : an international journal of pathology 20050701

Title: Kilo-scale synthesis process for 2'-O-(2-methoxyethyl)-pyrimidine derivatives.

Journal: Nucleosides, nucleotides & nucleic acids 20050101

Title: Activation-induced cytidine deaminase deaminates 5-methylcytosine in DNA and is expressed in pluripotent tissues: implications for epigenetic reprogramming.

Journal: The Journal of biological chemistry 20041210

Title: The binding sites for the chromatin insulator protein CTCF map to DNA methylation-free domains genome-wide.

Journal: Genome research 20040801

Title: Sequence- and base-specific delivery of nitric oxide to cytidine and 5-methylcytidine leading to efficient deamination.

Journal: Journal of the American Chemical Society 20040728

Title: Determination of ribavirin in human serum and plasma by capillary electrophoresis.

Journal: Electrophoresis 20040601

Title: DNA hypomethylation and imbalanced expression of DNA methyltransferases (DNMT1, 3A, and 3B) in human uterine leiomyoma.

Journal: Gynecologic oncology 20030701

Title: Photophysical properties of 5-methylcytidine.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20030401

Title: Singlet excited-state lifetimes of cytosine derivatives measured by femtosecond transient absorption.

Journal: Photochemistry and photobiology 20030201

Title: Measurement of genome wide DNA methylation by reversed-phase high-performance liquid chromatography.

Journal: Methods (San Diego, Calif.) 20020601

Title: 5-Methyldeoxycytidine monophosphate deaminase and 5-methylcytidyl-DNA deaminase activities are present in human mature sperm cells.

Journal: FEBS letters 20020522

Title: Distinct nuclear organization, DNA methylation pattern and cytokinin distribution mark juvenile, juvenile-like and adult vegetative apical meristems in peach (Prunus persica (L.) Batsch).

Journal: Journal of experimental botany 20020501

Title: Interaction of RNA with phage display selected peptides analyzed by capillary electrophoresis mobility shift assay.

Journal: RNA (New York, N.Y.) 20020501

Title: Quantitative assessment of the use of modified nucleoside triphosphates in expression profiling: differential effects on signal intensities and impacts on expression ratios.

Journal: BMC biotechnology 20020101

Title: Anticodon domain methylated nucleosides of yeast tRNA(Phe) are significant recognition determinants in the binding of a phage display selected peptide.

Journal: Biochemistry 20011127

Title: Phosphorylation of uridine and cytidine nucleoside analogs by two human uridine-cytidine kinases.

Journal: Molecular pharmacology 20010501

Title: Synthesis of novel 3'-C-methylene thymidine and 5-methyluridine/cytidine H-phosphonates and phosphonamidites for new backbone modification of oligonucleotides.

Journal: The Journal of organic chemistry 20010420

Title: Virtual combinatorial syntheses and computational screening of new potential anti-herpes compounds.

Journal: Journal of medicinal chemistry 19990826

Title: Antisense oligonucleotide inhibition of hepatitis C virus (HCV) gene expression in livers of mice infected with an HCV-vaccinia virus recombinant.

Journal: Antimicrobial agents and chemotherapy 19990201

Title: Synthesis and cytostatic and antiviral activities of 1-beta-D-ribofuranosyl-5-alkylcytosine (5-alkylcytidine) cyclic 3',5'-monophosphates.

Journal: Journal of medicinal chemistry 19890101

Title: Inhibition of urethan induced lung tumour growth in strain A mice by 5-methyl cytidine.

Journal: Cytobios 19800101

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