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H8631

Sigma-Aldrich

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:
5116-24-5
Molecular Weight:
258.23
EC Number:
225-848-0
MDL number:
MFCD00047489
UNSPSC Code:
41106305
PubChem Substance ID:
24895526

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

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
I Kato et al.
Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals, 11(2), 143-152 (2006-06-13)
Oxidative stress has been implicated in the pathogenesis of various chronic diseases, such as cancer, cardiovascular disease and inflammatory conditions, as well as in ageing. Although a number of markers are now available, little is known about the reliability of
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 =
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
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
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