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Merck
CN

D5412

2′-Deoxyuridine

≥98.5%, synthetic (organic), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H12N2O5
CAS Number:
Molecular Weight:
228.20
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
213-455-7
MDL number:
Beilstein/REAXYS Number:
24433
Assay:
≥98.5%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow
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Product Name

2′-Deoxyuridine, ≥98.5%

biological source

synthetic (organic)

Quality Level

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)

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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



Global Trade Item Number

SKUGTIN
D5412-100MG04061833586211
D5412-1G04061826738382
D5412-250MG04061833047989
D5412-5G04061833586228