H8631
5-Hydroxymethyl-2′-deoxyuridine
≥95% (HPLC)
Synonym(s):
5-HMdU, HMdUdr
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About This Item
Empirical Formula (Hill Notation):
C10H14N2O6
CAS Number:
Molecular Weight:
258.23
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
Recommended Products
Assay
≥95% (HPLC)
form
powder
solubility
water: 50 mg/mL, clear, colorless to very faintly yellow
storage temp.
−20°C
SMILES string
OCC1OC(CC1O)N2C=C(CO)C(=O)NC2=O
InChI
1S/C10H14N2O6/c13-3-5-2-12(10(17)11-9(5)16)8-1-6(15)7(4-14)18-8/h2,6-8,13-15H,1,3-4H2,(H,11,16,17)
InChI key
IPAVKOYJGUMINP-UHFFFAOYSA-N
Application
5-Hydroxymethyl-2′-deoxyuridine (HMdUdr) is a used as a marker for oxidative nucleic acid (DNA) damage. HMdUdr may be used as an antigen to create anti-HMdUdr antibodies.
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Joshy Joseph et al.
Chemical communications (Cambridge, England), 46(42), 7872-7878 (2010-09-11)
The feature article is a review of the reaction of thymine in the one-electron oxidation of duplex DNA. Oxidation of DNA causes chemical reactions that result in remote damage (mutation) to a nucleobase. Normally this reaction occurs at guanine, but
Kiran S Toti et al.
Bioorganic & medicinal chemistry, 21(1), 257-268 (2012-12-04)
We report the synthesis of 5'-modified thymidines (16, 18, 21, 23) and 5,5'-bis-substituted 2'-deoxyuridine analogues (30, 47) as inhibitors of thymidine monophosphate kinase of Mycobacterium tuberculosis (TMPKmt). These analogues were evaluated for their capacity to inhibit TMPKmt and solely two
Mark D Evans et al.
Mutagenesis, 25(5), 433-442 (2010-06-05)
Monitoring oxidative stress in vivo is made easier by the ability to use samples obtained non-invasively, such as urine. The analysis of DNA oxidation, by measurement of oxidized 2'-deoxyribonucleosides in urine, particularly 8-oxo-7,8-dihydro-2'-deoxyguanosine (8-oxodG), has been reported extensively in the
Jin Wang et al.
Analytical chemistry, 83(6), 2201-2209 (2011-02-18)
The purpose of our study was to develop suitable methods to quantify oxidative DNA lesions in the setting of transition metal-related diseases. Transition metal-driven Fenton reactions constitute an important endogenous source of reactive oxygen species (ROS). In genetic diseases with
S Mitchell Harman et al.
Free radical biology & medicine, 35(10), 1301-1309 (2003-11-11)
To assess novel liquid chromatography/mass spectrometric methods for measuring oxidative damage to nucleic acids and lipids, we compared urinary excretion of 8-hydroxy-2'-deoxyguanosine (8-OHdG), 5-hydroxymethyl-2'-deoxyuridine (5-OHmU), and 8-hydroxyguanosine (8-OxoG), and an isoprostane, 8-iso-prostaglandin F(2)alpha (IsopF(2)alpha) in 234 healthy men (n =
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