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D0184

Sigma-Aldrich

2′-Deoxyuridine 5′-triphosphate sodium salt solution

100 mM in H2O

Synonym(s):

dUTP sodium salt

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About This Item

Empirical Formula (Hill Notation):
C9H15N2O14P3 · xNa+
CAS Number:
94736-09-1
Molecular Weight:
468.14 (free acid basis)
MDL number:
MFCD01630759
UNSPSC Code:
41106305
PubChem Substance ID:
24893218
NACRES:
NA.52

Assay

≥99%

Quality Level

200

form

liquid

concentration

100 mM in H2O

color

colorless

foreign activity

DNase, RNase, none detected

shipped in

dry ice

storage temp.

−20°C

SMILES string

[Na].OC1CC(OC1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N2C=CC(=O)NC2=O

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);;

InChI key

FVFWWPFKJNTHIQ-UHFFFAOYSA-N

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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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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dUTP incorporation into genomic DNA is linked to transcription in yeast.
Kim N
Nature, 459(7250), 1150-1153 (2009)
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
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)
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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