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5116-24-5,MFCD00047489
Catalog No.:AA00D9WR

5116-24-5 | 5-Hydroxymethyl-2'-deoxyuridine

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10mg
≥98%
in stock  
$53.00   $37.00
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25mg
≥98%
in stock  
$123.00   $86.00
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50mg
≥98%
in stock  
$230.00   $161.00
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100mg
97%
in stock  
$311.00   $218.00
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250mg
97%
in stock  
$610.00   $427.00
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1g
97%
in stock  
$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:
AA00D9WR
Chemical Name:
5-Hydroxymethyl-2'-deoxyuridine
CAS Number:
5116-24-5
Molecular Formula:
C10H14N2O6
Molecular Weight:
258.2280
MDL Number:
MFCD00047489
SMILES:
OC[C@H]1O[C@H](C[C@@H]1O)n1cc(CO)c(=O)[nH]c1=O
Properties
Properties
 
Form:
Solid  
MP:
>168°C (dec.)  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
396  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
3  
XLogP3:
-1.9  

Literature

Title: Synthesis and evaluation of 5'-modified thymidines and 5-hydroxymethyl-2'-deoxyuridines as Mycobacterium tuberculosis thymidylate kinase inhibitors.

Journal: Bioorganic & medicinal chemistry 20130101

Title: Biomarkers of oxidant load and type-specific clearance of prevalent oncogenic human papillomavirus infection: markers of immune response?

Journal: International journal of cancer 20120701

Title: Effect of blueberry ingestion on natural killer cell counts, oxidative stress, and inflammation prior to and after 2.5 h of running.

Journal: Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme 20111201

Title: Quantification of oxidative DNA lesions in tissues of Long-Evans Cinnamon rats by capillary high-performance liquid chromatography-tandem mass spectrometry coupled with stable isotope-dilution method.

Journal: Analytical chemistry 20110315

Title: Recombination phenotypes of the NCI-60 collection of human cancer cells.

Journal: BMC molecular biology 20110101

Title: 5-Modified-2'-dU and 2'-dC as mutagenic anti HIV-1 proliferation agents: synthesis and activity.

Journal: Journal of medicinal chemistry 20100225

Title: DNA polymerases beta and lambda mediate overlapping and independent roles in base excision repair in mouse embryonic fibroblasts.

Journal: PloS one 20100101

Title: Evaluation of urinary nucleosides in breast cancer patients before and after tumor removal.

Journal: Clinical biochemistry 20090401

Title: Metabolic significance of bisphenol A-induced oxidative stress in rat urine measured by liquid chromatography-mass spectrometry.

Journal: Journal of applied toxicology : JAT 20090301

Title: Measurement of the incorporation and repair of exogenous 5-hydroxymethyl-2'-deoxyuridine in human cells in culture using gas chromatography-negative chemical ionization-mass spectrometry.

Journal: Chemical research in toxicology 20071201

Title: Reliability of serum assays of iron status in postmenopausal women.

Journal: Annals of epidemiology 20070501

Title: 3D-QSAR studies on antitubercular thymidine monophosphate kinase inhibitors based on different alignment methods.

Journal: Bioorganic & medicinal chemistry letters 20060215

Title: Intra- and inter-individual variability in measurements of biomarkers for oxidative damage in vivo: Nutrition and Breast Health Study.

Journal: Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals 20060101

Title: Synthesis and in vitro anti-mycobacterial activity of 5-substituted pyrimidine nucleosides.

Journal: Bioorganic & medicinal chemistry 20051215

Title: Randomized, placebo-controlled pilot trial of the effects of alpha-tocopherol supplementation on levels of autoantibodies against 5-hydroxymethyl-2-deoxyuridine in melanoma patients.

Journal: Melanoma research 20040201

Title: Levels of 5-hydroxymethyl-2'-deoxyuridine in DNA from women participating in an intervention trial of low-fat and low-energy diets.

Journal: Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals 20040101

Title: Urinary excretion of three nucleic acid oxidation adducts and isoprostane F(2)alpha measured by liquid chromatography-mass spectrometry in smokers, ex-smokers, and nonsmokers.

Journal: Free radical biology & medicine 20031115

Title: Comparative study of purine and pyrimidine nucleoside analogues acting on the thymidylate kinases of Mycobacterium tuberculosis and of humans.

Journal: Chembiochem : a European journal of chemical biology 20030804

Title: Antibodies against 5-hydroxymethyl-2'-deoxyuridine are associated with lifestyle factors and GSTM1 genotype: a report from the Malmö Diet and Cancer cohort.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20030501

Title: Design of Mycobacterium tuberculosis thymidine monophosphate kinase inhibitors.

Journal: Nucleosides, nucleotides & nucleic acids 20030101

Title: Effects of lycopene supplementation in patients with localized prostate cancer.

Journal: Experimental biology and medicine (Maywood, N.J.) 20021101

Title: J-binding protein increases the level and retention of the unusual base J in trypanosome DNA.

Journal: Molecular microbiology 20021001

Title: Effect of varying caloric restriction levels on female rat growth and 5-hydroxymethyl-2'-deoxyuridine in DNA.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20020301

Title: Association of tocopherols with circulating autoantibody levels against an oxidized DNA nucleoside in humans.

Journal: Free radical biology & medicine 20010815

Title: Gender differences in autoantibodies to oxidative DNA base damage in cigarette smokers.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20010601

Title: Vaccinia virus inhibitors as a paradigm for the chemotherapy of poxvirus infections.

Journal: Clinical microbiology reviews 20010401

Title: Levels of 5-hydroxymethyl-2'-deoxyuridine in DNA from blood of women scheduled for breast biopsy.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20010201

Title: Excessive base excision repair of 5-hydroxymethyluracil from DNA induces apoptosis in Chinese hamster V79 cells containing mutant p53.

Journal: Carcinogenesis 20010101

Title: Comparison of iron-catalyzed DNA and lipid oxidation.

Journal: Journal of biochemical and molecular toxicology 20010101

Title: Effect of varying dietary fat levels on rat growth and oxidative DNA damage.

Journal: Nutrition and cancer 20010101

Title: Recognition of oxidized DNA bases by sera of patients with inflammatory diseases.

Journal: Free radical biology & medicine 19930501

Title: Efficiency and selectivity of (E)-5-(2-bromovinyl)-2'-deoxyuridine and some other 5-substituted 2'-deoxypyrimidine nucleosides as anti-herpes agents.

Journal: Antiviral research 19820501

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