Home Other Building Blocks 1032-65-1
1032-65-1,MFCD00149428
Catalog No.:AA0085U0

1032-65-1 | 2'-Deoxycytidine-5'-monophosphoric acid

Pack Size
Purity
Availability
Price(USD)
Quantity
  
250mg
95%
in stock  
$39.00   $28.00
- +
1g
≥ 99% (HPLC)
in stock  
$129.00   $90.00
- +
5g
≥ 99% (HPLC)
in stock  
$450.00   $315.00
- +
25g
≥ 99% (HPLC)
in stock  
$1,815.00   $1,270.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0085U0
Chemical Name:
2'-Deoxycytidine-5'-monophosphoric acid
CAS Number:
1032-65-1
Molecular Formula:
C9H14N3O7P
Molecular Weight:
307.1971
MDL Number:
MFCD00149428
SMILES:
O[C@H]1C[C@@H](O[C@@H]1COP(=O)(O)O)n1ccc(nc1=O)N
Properties
Computed Properties
 
Complexity:
502  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
4  
XLogP3:
-3.4  

Downstream Synthesis Route

[1]KENNEDY;BORKENHAGEN;SMITH[JournalofBiologicalChemistry,1959,vol.234,#8,p.1998-2000]

[1]Scarano[JournalofBiologicalChemistry,1960,vol.235,p.706,708]

[2]Scarano[JournalofBiologicalChemistry,1960,vol.235,p.706,708]Scarano[BiochimicaetBiophysicaActa,1958,vol.29,p.459]Scarano[1958,vol.34,p.499,722,724,727]Scaranoetal.[JournalofBiologicalChemistry,1960,vol.235,p.3556,3559]

[3]Scarano[JournalofBiologicalChemistry,1960,vol.235,p.706,708]Scarano[BiochimicaetBiophysicaActa,1958,vol.29,p.459]Scarano[1958,vol.34,p.499,722,724,727]Scaranoetal.[JournalofBiologicalChemistry,1960,vol.235,p.3556,3559]

[4]Maley;Maley[JournalofBiologicalChemistry,1959,vol.234,p.2075,2077]

2'-deoxy-3'cytidylicacidmonobenzylester 
  1032-65-1 

[1]Michelson;Todd[JournaloftheChemicalSociety,1954,p.34,37]

512-56-1    1032-65-1   
Phosphoricacid(2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethylestermethylester 
 
3-methyldeoxyuridine5'-phosphate 
 
3-methyldeoxyuridine5'-phosphatemethylester 
 
3-methyldeoxycytidine5'-phosphatemethylester 

[1]Tanabe;Yamauchi;Kinoshita[BulletinoftheChemicalSocietyofJapan,1983,vol.56,#6,p.1826-1831]

[2]Tanabe;Yamauchi;Kinoshita[BulletinoftheChemicalSocietyofJapan,1983,vol.56,#6,p.1826-1831]

512-56-1    1032-65-1   
Phosphoricacid(2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-2-ylmethylestermethylester 
 
3-methyldeoxyuridine5'-phosphate 
 
3-methyldeoxycytidine5'-phosphate 
 
3-methyldeoxycytidine5'-phosphatemethylester 

[1]Tanabe;Yamauchi;Kinoshita[BulletinoftheChemicalSocietyofJapan,1983,vol.56,#6,p.1826-1831]

Literature

Title: A small molecule inhibitor of mutant IDH2 rescues cardiomyopathy in a D-2-hydroxyglutaric aciduria type II mouse model.

Journal: Journal of inherited metabolic disease 20160101

Title: Investigation of dissociative electron attachment to 2'-deoxycytidine-3'-monophosphate using DFT method and time dependent wave packet approach.

Journal: The Journal of chemical physics 20120814

Title: Association of a multi-synthetase complex with translating ribosomes in the archaeon Thermococcus kodakarensis.

Journal: FEBS letters 20120730

Title: Low energy electron attachment to the nucleotide deoxycytidine monophosphate: direct evidence for the molecular mechanisms of electron-induced DNA strand breaks.

Journal: Physical chemistry chemical physics : PCCP 20120621

Title: 23Na double-rotation NMR of sodium nucleotides leads to the discovery of a new dCMP hendecahydrate.

Journal: Physical chemistry chemical physics : PCCP 20120414

Title: The dCMP transferase activity of yeast Rev1 is biologically relevant during the bypass of endogenously generated AP sites.

Journal: DNA repair 20111210

Title: Draft genome sequence of the coccolithovirus EhV-84.

Journal: Standards in genomic sciences 20111015

Title: Adenosine deaminase-like protein 1 (ADAL1): characterization and substrate specificity in the hydrolysis of N(6)- or O(6)-substituted purine or 2-aminopurine nucleoside monophosphates.

Journal: Journal of medicinal chemistry 20110825

Title: Electrical detection of single methylcytosines in a DNA oligomer.

Journal: Journal of the American Chemical Society 20110615

Title: DNA polymerases provide a canon of strategies for translesion synthesis past oxidatively generated lesions.

Journal: Current opinion in structural biology 20110601

Title: Differential producibility analysis (DPA) of transcriptomic data with metabolic networks: deconstructing the metabolic response of M. tuberculosis.

Journal: PLoS computational biology 20110601

Title: Methylation stabilizes the imino tautomer of dAMP and amino tautomer of dCMP in solution.

Journal: The journal of physical chemistry. B 20110519

Title: Deoxyuridine analog nucleotides in deoxycytidine analog treatment: secondary active metabolites?

Journal: Fundamental & clinical pharmacology 20110401

Title: A comparative picosecond transient infrared study of 1-methylcytosine and 5'-dCMP that sheds further light on the excited states of cytosine derivatives.

Journal: Journal of the American Chemical Society 20110330

Title: Novel antiviral C5-substituted pyrimidine acyclic nucleoside phosphonates selected as human thymidylate kinase substrates.

Journal: Journal of medicinal chemistry 20110113

Title: Selective fluorescence sensing of deoxycytidine 5'-monophosphate (dCMP) employing a bis(diphenylphosphate)diimine ligand.

Journal: Journal of fluorescence 20110101

Title: Optimization based tumor classification from microarray gene expression data.

Journal: PloS one 20110101

Title: Translesion DNA synthesis in the context of cancer research.

Journal: Cancer cell international 20110101

Title: Salmonella Typhimurium-specific bacteriophage ΦSH19 and the origins of species specificity in the Vi01-like phage family.

Journal: Virology journal 20110101

Title: Pharmacokinetics of gemcitabine in non-small-cell lung cancer patients: impact of the 79A>C cytidine deaminase polymorphism.

Journal: European journal of clinical pharmacology 20100601

Title: Photo-cross-linking of XPC-Rad23B to cisplatin-damaged DNA reveals contacts with both strands of the DNA duplex and spans the DNA adduct.

Journal: Biochemistry 20100202

Title: Modulation of human UMP/CMP kinase affects activation and cellular sensitivity of deoxycytidine analogs.

Journal: Biochemical pharmacology 20100201

Title: The Alveolate Perkinsus marinus: biological insights from EST gene discovery.

Journal: BMC genomics 20100101

Title: Evidence for an RNA polymerization activity in axolotl and Xenopus egg extracts.

Journal: PloS one 20100101

Title: Expanding the borononucleotide family: synthesis of borono-analogues of dCMP, dGMP and dAMP.

Journal: Organic & biomolecular chemistry 20091107

Title: Delta-di-carboxybutyl phosphoramidate of 2'-deoxycytidine-5'-monophosphate as substrate for DNA polymerization by HIV-1 reverse transcriptase.

Journal: Bioorganic & medicinal chemistry 20091001

Title: DNA mismatch repair (MMR)-dependent 5-fluorouracil cytotoxicity and the potential for new therapeutic targets.

Journal: British journal of pharmacology 20091001

Title: Genetic factors influencing cytarabine therapy.

Journal: Pharmacogenomics 20091001

Title: Genome sequences of two novel phages infecting marine roseobacters.

Journal: Environmental microbiology 20090801

Title: Interaction of transuranium elements with biologically important ligands: structural and spectroscopic evidence for nucleotide coordination to plutonium.

Journal: Inorganic chemistry 20090316

Title: Quenching of the fluorescence of aromatic pterins by deoxynucleotides.

Journal: The journal of physical chemistry. A 20090305

Title: Molecular responses of Lotus japonicus to parasitism by the compatible species Orobanche aegyptiaca and the incompatible species Striga hermonthica.

Journal: Journal of experimental botany 20090201

Title: Paclitaxel alters the expression and specific activity of deoxycytidine kinase and cytidine deaminase in non-small cell lung cancer cell lines.

Journal: Journal of experimental & clinical cancer research : CR 20090101

Title: Gemcitabine sensitivity-related mRNA expression in endoscopic ultrasound-guided fine-needle aspiration biopsy of unresectable pancreatic cancer.

Journal: Journal of experimental & clinical cancer research : CR 20090101

Title: Insights into electron tunneling across hydrogen-bonded base-pairs in complete molecular circuits for single-stranded DNA sequencing.

Journal: Journal of physics. Condensed matter : an Institute of Physics journal 20090101

Title: The role of UPF0157 in the folding of M. tuberculosis dephosphocoenzyme A kinase and the regulation of the latter by CTP.

Journal: PloS one 20090101

Title: Automated mass action model space generation and analysis methods for two-reactant combinatorially complex equilibriums: an analysis of ATP-induced ribonucleotide reductase R1 hexamerization data.

Journal: Biology direct 20090101

Title: Activation of p16 gene silenced by DNA methylation in cancer cells by phosphoramidate derivatives of 2'-deoxyzebularine.

Journal: Journal of medicinal chemistry 20081211

Title: Interaction of the DNA bases and their mononucleotides with pyridine-2-carbaldehyde thiosemicarbazonecopper(II) complexes. Structure of the cytosine derivative.

Journal: Journal of inorganic biochemistry 20081001

Title: Genome-wide expression patterns and the genetic architecture of a fundamental social trait.

Journal: PLoS genetics 20080701

Title: Crystal structures of Streptococcus mutans 2'-deoxycytidylate deaminase and its complex with substrate analog and allosteric regulator dCTP x Mg2+.

Journal: Journal of molecular biology 20080314

Title: Enzymatically catalyzed DNA synthesis using L-Asp-dGMP, L-Asp-dCMP, and L-Asp-dTMP.

Journal: Chemistry & biodiversity 20080101

Title: [Quantitative parameters of the 3'-5'-exonuclease reaction of human apurinic/apyrimidinic endonuclease 1 and DNA with single-strand breaks containing dYMP or their modified analogues].

Journal: Bioorganicheskaia khimiia 20080101

Title: Genotyping panel for assessing response to cancer chemotherapy.

Journal: BMC medical genomics 20080101

Title: Dictyostelium transcriptional responses to Pseudomonas aeruginosa: common and specific effects from PAO1 and PA14 strains.

Journal: BMC microbiology 20080101

Title: MSDmotif: exploring protein sites and motifs.

Journal: BMC bioinformatics 20080101

Title: Dynamic RNA profiling in Plasmodium falciparum synchronized blood stages exposed to lethal doses of artesunate.

Journal: BMC genomics 20080101

Title: Effect of nucleoside and nucleotide reverse transcriptase inhibitors of HIV on endogenous nucleotide pools.

Journal: Antiviral therapy 20080101

Title: Structures of human deoxycytidine kinase product complexes.

Journal: Acta crystallographica. Section D, Biological crystallography 20071201

Title: Pemetrexed pharmacokinetics and pharmacodynamics in a phase I/II study of doublet chemotherapy with vinorelbine: implications for further optimisation of pemetrexed schedules.

Journal: British journal of cancer 20071022

Title: Involvement of deoxycytidylate deaminase in the response to S(n)1-type methylation DNA damage in budding yeast.

Journal: Current biology : CB 20070904

Title: Antiproliferative effects of sapacitabine (CYC682), a novel 2'-deoxycytidine-derivative, in human cancer cells.

Journal: British journal of cancer 20070828

Title: Study of interaction of XRCC1 with DNA and proteins of base excision repair by photoaffinity labeling technique.

Journal: Biochemistry. Biokhimiia 20070801

Title: Pharmacogenomics of gemcitabine: can genetic studies lead to tailor-made therapy?

Journal: British journal of cancer 20070716

Title: Ultrafast IR spectroscopy of the short-lived transients formed by UV excitation of cytosine derivatives.

Journal: Chemical communications (Cambridge, England) 20070607

Title: An association between RRM1 haplotype and gemcitabine-induced neutropenia in breast cancer patients.

Journal: The oncologist 20070601

Title: Thermus thermophilus bacteriophage phiYS40 genome and proteomic characterization of virions.

Journal: Journal of molecular biology 20061208

Title: Long intracellular retention of 4'-thio-arabinofuranosylcytosine 5'-triphosphate as a critical factor for the anti-solid tumor activity of 4'-thio-arabinofuranosylcytosine.

Journal: Cancer chemotherapy and pharmacology 20060601

Title: Ribonucleotide reductase M1 (RRM1) 2464G>A polymorphism shows an association with gemcitabine chemosensitivity in cancer cell lines.

Journal: Pharmacogenetics and genomics 20060601

Title: Gemcitabine pharmacogenomics: cytidine deaminase and deoxycytidylate deaminase gene resequencing and functional genomics.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20060315

Title: Solid-state NMR investigation of sodium nucleotide complexes.

Journal: Magnetic resonance in chemistry : MRC 20060301

Title: Cloning of deoxynucleoside monophosphate kinase genes and biosynthesis of deoxynucleoside diphosphates.

Journal: Biotechnology and bioengineering 20060220

Title: Near 0 eV electrons attach to nucleotides.

Journal: Journal of the American Chemical Society 20060201

Title: A structure-based proposal for the catalytic mechanism of the bacterial acid phosphatase AphA belonging to the DDDD superfamily of phosphohydrolases.

Journal: Journal of molecular biology 20060127

Title: Gene selection algorithms for microarray data based on least squares support vector machine.

Journal: BMC bioinformatics 20060101

Title: Maize haplotype with a helitron-amplified cytidine deaminase gene copy.

Journal: BMC genetics 20060101

Title: The human equilibrative nucleoside transporter 1 mediates in vitro cytarabine sensitivity in childhood acute myeloid leukaemia.

Journal: British journal of cancer 20051212

Title: Dietary nucleotides and human immune cells. II. Modulation of PBMC growth and cytokine secretion.

Journal: Nutrition (Burbank, Los Angeles County, Calif.) 20051001

Title: Gemcitabine with or without continuous infusion 5-FU in advanced pancreatic cancer: a randomised phase II trial of the Italian oncology group for clinical research (GOIRC).

Journal: British journal of cancer 20050725

Title: Detection and separation of nucleoside-5'-monophosphates of DNA by conjugation with the fluorescent dye BODIPY and capillary electrophoresis with laser-induced fluorescence detection.

Journal: Electrophoresis 20050601

Title: Preclinical relevance of dosing time for the therapeutic index of gemcitabine-cisplatin.

Journal: British journal of cancer 20050509

Title: Phosphorylation of Cytidine, Deoxycytidine, and Their Analog Monophosphates by Human UMP/CMP Kinase Is Differentially Regulated by ATP and Magnesium.

Journal: Molecular pharmacology 20050301

Title: Three-dimensional structure of the R115E mutant of T4-bacteriophage 2'-deoxycytidylate deaminase.

Journal: Biochemistry 20041102

Title: Impact of the translocational equilibrium of HIV-1 reverse transcriptase on the efficiency of mismatch extensions and the excision of mispaired nucleotides.

Journal: The international journal of biochemistry & cell biology 20040901

Title: Synergistic antitumor activity of troxacitabine and camptothecin in selected human cancer cell lines.

Journal: Molecular pharmacology 20040801

Title: Synthesis and liquid chromatography/tandem mass spectrometric characterization of the adducts of bisphenol A o-quinone with glutathione and nucleotide monophosphates.

Journal: Chemical research in toxicology 20040801

Title: Benzo[a]pyrene diol epoxide forms covalent adducts with deoxycytidylic acid by alkylation at both exocyclic amino N(4) and ring imino N-3 positions.

Journal: Chemical research in toxicology 20040401

Title: Determination of the DNA methylation level in tumor cells by capillary electrophoresis and laser-induced fluorescence detection.

Journal: Electrophoresis 20040301

Title: Biodegradation of DNA and nucleotides to nucleosides and free bases.

Journal: Farmaco (Societa chimica italiana : 1989) 20040101

Title: Biochemical and mechanistic basis for the activity of nucleoside analogue inhibitors of HIV reverse transcriptase.

Journal: Current topics in medicinal chemistry 20040101

Title: Human cytomegalovirus requires cellular deoxycytidylate deaminase for replication in quiescent cells.

Journal: The Journal of general virology 20030601

Title: The Gly-952 residue of Saccharomyces cerevisiae DNA polymerase alpha is important in discriminating correct deoxyribonucleotides from incorrect ones.

Journal: The Journal of biological chemistry 20030523

Title: Dioxolane guanosine 5'-triphosphate, an alternative substrate inhibitor of wild-type and mutant HIV-1 reverse transcriptase. Steady state and pre-steady state kinetic analyses.

Journal: The Journal of biological chemistry 20030523

Title: Probing the mechanistic consequences of 5-fluorine substitution on cytidine nucleotide analogue incorporation by HIV-1 reverse transcriptase.

Journal: Antiviral chemistry & chemotherapy 20030501

Title: Heat shock protein 70 stimulation of the deoxyribonucleic acid base excision repair enzyme polymerase beta.

Journal: Cell stress & chaperones 20030401

Title: Differential mRNA expression of Ara-C-metabolizing enzymes explains Ara-C sensitivity in MLL gene-rearranged infant acute lymphoblastic leukemia.

Journal: Blood 20030215

Title: Assessment of the effect of phosphorylated metabolites of anti-human immunodeficiency virus and anti-hepatitis B virus pyrimidine analogs on the behavior of human deoxycytidylate deaminase.

Journal: Molecular pharmacology 20030101

Title: Analysis of 8-hydroxydeoxyguanosine 5'-monophosphate (8-OH-dGMP) as a reliable marker of cellular oxidative DNA damage after gamma-irradiation.

Journal: Environmental and molecular mutagenesis 20030101

Title: Quantification of chemotherapeutic target gene mRNA expression in human breast cancer biopsies: comparison of real-time reverse transcription-PCR vs. relative quantification reverse transcription-PCR utilizing DNA sequencer analysis of PCR products.

Journal: Journal of clinical laboratory analysis 20030101

Title: Multidrug-resistant HIV-1 reverse transcriptase: involvement of ribonucleotide-dependent phosphorolysis in cross-resistance to nucleoside analogue inhibitors.

Journal: Journal of molecular biology 20021018

Title: Isolation from Nocardioides sp. strain CT16, purification, and characterization of a deoxycytidine deaminase extremely thermostable in the presence of D,L-dithiothreitol.

Journal: Bioscience, biotechnology, and biochemistry 20020801

Title: Biochemical properties of the human REV1 protein.

Journal: FEBS letters 20020605

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

Journal: FEBS letters 20020522

Title: Sugar specificity of bacterial CMP kinases as revealed by crystal structures and mutagenesis of Escherichia coli enzyme.

Journal: Journal of molecular biology 20020201

Title: Mechanisms of dCMP transferase reactions catalyzed by mouse Rev1 protein.

Journal: The Journal of biological chemistry 20020125

Title: Measurement of genome-wide DNA cytosine-5 methylation by reversed-phase high-pressure liquid chromatography.

Journal: Methods in molecular biology (Clifton, N.J.) 20020101

Title: Gene expression profiles derived from fine needle aspiration correlate with response to systemic chemotherapy in breast cancer.

Journal: Breast cancer research : BCR 20020101

Title: In vivo pharmacokinetics and metabolism of anti-human immunodeficiency virus agent D4T-5'-[p-bromophenyl methoxyalaninyl phosphate] (SAMPIDINE) in mice.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010701

Title: Gene re-arrangement and fusion in Mycoplasma gallisepticum thyA-nrdFEI locus.

Journal: FEMS microbiology letters 20010612

Title: Successful treatment of recurrent vulvar intraepithelial neoplasia resistant to interferon and isotretinoin with cidofovir.

Journal: Journal of medical virology 20010601

Title: High-performance liquid chromatographic determination of deoxycytidine monophosphate and methyldeoxycytidine monophosphate for DNA demethylation monitoring: experimental design and artificial neural networks optimisation.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010505

Title: Fast repair of the radical cations of dCMP and poly C by quercetin and rutin.

Journal: Mutagenesis 20010501

Title: Separation of N2-ethyl-2'-deoxyguanosine-5'-monophosphate and four native deoxyribonucleoside monophosphates using capillary zone electrophoresis with polyethylene glycol as buffer additive.

Journal: Electrophoresis 20010101

Title: Quantitative analysis of mRNA expression of TIMPs in the periprosthetic interface tissue of loose hips by real-time PCR system.

Journal: Journal of biomedical materials research 20010101

Title: D4T-5'-[p-bromophenyl methoxyalaninyl phosphate] as a potent and non-toxic anti-human immunodeficiency virus agent.

Journal: Antiviral chemistry & chemotherapy 19980901

Title: Chromium(III) decreases the fidelity of human DNA polymerase beta.

Journal: Biochemistry 19980630

Title: In vitro anti-human immunodeficiency virus and anti-hepatitis B virus activities and pharmacokinetic properties of heterodinucleoside phosphates containing AZT or ddC.

Journal: Antiviral chemistry & chemotherapy 19980301

Title: New lipophilic alkyl/acyl dinucleoside phosphates as derivatives of 3'-azido-3'-deoxythymidine: inhibition of HIV-1 replication in vitro and antiviral activity against Rauscher leukemia virus infected mice with delayed treatment regimens.

Journal: Antiviral research 19940501

Title: Chemical modification of bacteriophage T4 deoxynucleotide kinase. Evidence of a single catalytic region.

Journal: The Journal of biological chemistry 19930125

Title: 5'-Deoxycytidylic acid deaminase; enzymic production of 5'-deoxyuridylic acid.

Journal: Biochimica et biophysica acta 19580801

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:1032-65-1 Molecular Formula|1032-65-1 MDL|1032-65-1 SMILES|1032-65-1 2'-Deoxycytidine-5'-monophosphoric acid