2'-Deoxyuridine, 98+%
2'-Deoxyuridine, 98+%
2'-Deoxyuridine, 98+%
2'-Deoxyuridine, 98+%
Thermo Scientific Chemicals

2'-Deoxyuridine, 98+%

CAS: 951-78-0 | C9H12N2O5 | 228.20 g/mol
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25 g
Catalog number A16026.14
also known as A16026-14
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Quantity:
25 g
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Chemical Identifiers
CAS951-78-0
IUPAC Name1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
Molecular FormulaC9H12N2O5
InChI KeyMXHRCPNRJAMMIM-SHYZEUOFSA-N
SMILESOC[C@H]1O[C@H](C[C@@H]1O)N1C=CC(=O)NC1=O
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SpecificationsSpecification SheetSpecification Sheet
FormCrystals or powder or crystalline powder
Melting Point (clear melt)157-168°C
Assay (HPLC)≥98.0%
Optical Rotation+52.0° ± 2.0° (c=1, 1M NaOH)
Appearance (Color)White to pale cream
2'-Deoxyuridine is frequently halogenated to create thymidine analogues useful for studies of DNA synthesis and degradation mechanisms. Derivatized 2?-Deoxyuridines used as labeling substrates include chloro-2?-deoxyuridine (CldU), bromodeoxyuridine (BrdU) and/or iododeoxyuridine (IdU). Other useful analogues of 2?-deoxyuridine include 5-ethynyl-2?-deoxyuridine (DdU) and 5-hydroxymethyl-2?-deoxyuridine (HmdU). Laboratory suppression of deoxyuridine is used to diagnose megaloblastic anemias due to vitamin B12 and folate deficiencies. Deoxyuridine (dU) is used to indirectly determine if there are sufficient levels of folate and cobalamin in cell or tissue samples.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
2′-Deoxyuridine is frequently halogenated to create thymidine analogues useful for studies of DNA synthesis and degradation mechanisms. Derivatized 2′-Deoxyuridines used as labeling substrates include chloro-2′-deoxyuridine (CldU), bromodeoxyuridine (BrdU) and/or iododeoxyuridine (IdU). Other useful analogues of 2′-deoxyuridine include 5-ethynyl-2′-deoxyuridine (DdU) and 5-hydroxymethyl-2′-deoxyuridine (HmdU). Laboratory suppression of deoxyuridine is used to diagnose megaloblastic anemias due to vitamin B12 and folate deficiencies. Deoxyuridine (dU) is used to indirectly determine if there are sufficient levels of folate and cobalamin in cell or tissue samples.

Solubility
Soluble in water.

Notes
Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents. It is sensitive to air.
RUO – Research Use Only

General References:

  1. Brenton L Cavanagh, Tom Walker, Anwar Norazit, Adrian C B Meedeniya. Thymidine analogues for tracking DNA synthesis. Molecules. 2011, 16 (9, 7980-7993.
  2. De Clercq, E., Descamps, J., De Somer, P., Barr, P. J., Jones, A. S., & Walker, R. T. (E)-5-(2-Bromovinyl)-2'-deoxyuridine: a potent and selective anti-herpes agent. Proceedings of the National Academy of Sciences. 1979, 76 (6), 2947-2951.