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Merck

D5412

Sigma-Aldrich

2′-Deoxyuridine

≥98.5%

Sinónimos:

1-(2-Deoxy-β-D-ribofuranosyl)uracil, Uracil deoxyriboside

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About This Item

Fórmula empírica (notación de Hill):
C9H12N2O5
Número de CAS:
Peso molecular:
228.20
Beilstein/REAXYS Number:
24433
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic (organic)

assay

≥98.5%

form

powder

impurities

Thymidine, free

solubility

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

SMILES string

OC[C@H]1O[C@H](C[C@@H]1O)N2C=CC(=O)NC2=O

InChI

1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1

InChI key

MXHRCPNRJAMMIM-SHYZEUOFSA-N

Gene Information

mouse ... Slc29a1(63959)

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Application

2′-Deoxyuridine has been used as a:
  • precursor of [3H]thymidine triphosphate (TTP) in place of thymidine to avoid a potential thymidine block in relative proliferation assays
  • nucleoside supplement for cell cycle synchronization and DNA replication inhibition
  • mitotic inhibitor in culture media to minimize the proliferation of glial cells

Biochem/physiol Actions

2′-Deoxyuridine (dU) is frequently halogenated to create thymidine analogs 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 analogs of 2′-deoxyuridine include 5-ethynyl-2′-deoxyuridine (DdU) and 5-hydroxymethyl-2′-deoxyuridine (HmdU).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Cancer letters, 453, 170-183 (2019-04-08)
Overexpression of NQO1 is associated with poor prognosis in human cancers including lung, stomach, colon, cervical, and pancreatic cancers. However, the molecular mechanisms underlying the protumorigenic capacities of NQO1 have not been fully elucidated. Here, we investigated this question and
Kaori Nomura-Komoike et al.
Scientific reports, 10(1), 1488-1488 (2020-02-01)
Müller glia, the principal glial cell type in the retina, have the potential to reenter the cell cycle after retinal injury. In mammals, proliferation of Müller glia is followed by gliosis, but not regeneration of neurons. Retinal injury is also
Quan-Liang Jian et al.
PeerJ, 6, e5739-e5739 (2018-10-09)
Both age and intensive exercise are generally considered critical risk factors for osteoarthritis. In this work, we intend to establish zebrafish models to assess the role of these two factors on cartilage homeostasis. We designed a swimming device for zebrafish
Hiroyuki Yamakoshi et al.
Journal of the American Chemical Society, 134(51), 20681-20689 (2012-12-04)
Alkyne has a unique Raman band that does not overlap with Raman scattering from any endogenous molecule in live cells. Here, we show that alkyne-tag Raman imaging (ATRI) is a promising approach for visualizing nonimmobilized small molecules in live cells.
Hongxiu Ning et al.
Cytotherapy, 15(1), 57-63 (2012-12-25)
Thymidine analog 5-ethynyl-2-deoxyuridine (EdU) has recently been used for tracking mesenchymal stem cells (MSCs). In the present study, we tested whether EdU was cytotoxic and whether it interfered with differentiation, cytokine secretion and migration of MSCs. EdU labeling was performed

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