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D5412

Sigma-Aldrich

2′-Deoxyuridine

≥98.5%

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Synonym(s):
1-(2-Deoxy-β-D-ribofuranosyl)uracil, Uracil deoxyriboside
Empirical Formula (Hill Notation):
C9H12N2O5
CAS Number:
951-78-0
Molecular Weight:
228.20
Beilstein:
24433
EC Number:
213-455-7
MDL number:
MFCD00006527
UNSPSC Code:
41106305
PubChem Substance ID:
24893831
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

200

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).

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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