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About This Item
Empirical Formula (Hill Notation):
C9H15N2O14P3 · xNa+
CAS Number:
Molecular Weight:
468.14 (free acid basis)
NACRES:
NA.52
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Assay:
≥99%
Form:
liquid
Storage temp.:
−20°C
InChI
1S/C9H15N2O14P3.Na.H/c12-5-3-8(11-2-1-7(13)10-9(11)14)23-6(5)4-22-27(18,19)25-28(20,21)24-26(15,16)17;;/h1-2,5-6,8,12H,3-4H2,(H,18,19)(H,20,21)(H,10,13,14)(H2,15,16,17);;
SMILES string
[Na].OC1CC(OC1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N2C=CC(=O)NC2=O
InChI key
FVFWWPFKJNTHIQ-UHFFFAOYSA-N
assay
≥99%
form
liquid
concentration
100 mM in H2O
color
colorless
foreign activity
DNase, RNase, none detected
shipped in
dry ice
storage temp.
−20°C
Quality Level
Related Categories
General description
2′-Deoxyuridine 5′-triphosphate (dUTP) is incorporated into DNA during DNA synthesis. It is one of the main intermediate during pyrimidine nucleotide biosynthesis. It is one of the sources of uracil in DNA. Deoxyuridine 5′-triphosphate nucleotidohydrolase suppresses the incorporation of dUTP into DNA. It converts dUTP to 2′-deoxyuridine 5′-monophosphate (dUMP).
Application
2′-Deoxyuridine 5′-triphosphate sodium salt solution has been used in the mouse genomic DNA amplification by polymerase chain reaction (PCR). It is also suitable for conjunction with uracil DNA glycosylase to prevent carryover contamination in PCR. The dUTP is substituted for dTTP in the PCR reaction.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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dUTP incorporation into genomic DNA is linked to transcription in yeast.
Kim N
Nature, 459(7250), 1150-1153 (2009)
Abundant non-canonical dUTP found in primary human macrophages drives its frequent incorporation by HIV-1 reverse transcriptase.
Kennedy EM
The Journal of Biological Chemistry, 286(28), 25047-25055 (2011)
M C Longo et al.
Gene, 93(1), 125-128 (1990-09-01)
Polymerase chain reactions (PCRs) synthesize abundant amplification products. Contamination of new PCRs with trace amounts of these products, called carry-over contamination, yields false positive results. Carry-over contamination from some previous PCR can be a significant problem, due both to the
DNA N-glycosidases: properties of uracil-DNA glycosidase from Escherichia coli.
T Lindahl et al.
The Journal of biological chemistry, 252(10), 3286-3294 (1977-05-25)
Yan Jiang et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(21), 7152-7167 (2010-05-28)
Histone methyltransferases specific for the histone H3-lysine 9 residue, including Setdb1 (Set domain, bifurcated 1)/Eset/Kmt1e are associated with repressive chromatin remodeling and expressed in adult brain, but potential effects on neuronal function and behavior remain unexplored. Here, we report that
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