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A1757

Sigma-Aldrich

6-Azauracil

≥98%

Synonym(s):

6-AU, 1,2,4-Triazine-3,5(2H,4H)-dione, 3,5-Dihydroxy-1,2,4-triazine, 6-Aza-2,4-dihydroxypyrimidine

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5 G
$103.00

$103.00

Available to ship onApril 08, 2025Details

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5 G
$103.00

About This Item

Empirical Formula (Hill Notation):
C3H3N3O2
CAS Number:
461-89-2
Molecular Weight:
113.07
Beilstein/REAXYS Number:
116472
EC Number:
207-318-0
MDL number:
MFCD00006456
UNSPSC Code:
41106305
PubChem Substance ID:
24890584
NACRES:
NA.51

$103.00

Available to ship onApril 08, 2025Details

assay

≥98%

form

powder

mp

274-275 °C (lit.)

solubility

1 M NH4OH: 50 mg/mL, clear to slightly hazy, colorless to light yellow-green

SMILES string

O=C1NN=CC(=O)N1

InChI

1S/C3H3N3O2/c7-2-1-4-6-3(8)5-2/h1H,(H2,5,6,7,8)

InChI key

SSPYSWLZOPCOLO-UHFFFAOYSA-N

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Application

6-Azauracil has been used as a transcriptional inhibitor to study its effects on the deletion of termination and polyadenylation protein (Tpa1) and Mag1 on cell viability.[1] It has also been used as an orotidine-5′-monophosphate decarboxylase (OMPdecase) inhibitor in minimal media for determining the OMPdecase activity.[2]

Biochem/physiol Actions

6-Azauracil (6-AU) is a pyrimidine analog of uracil and exhibits antitumor activity.[3] It inhibits the growth of various microorganisms by depleting intracellular guanosine triphosphate (GTP) and uridine triphosphate (UTP) nucleotide pools.[4]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV2379
MKCK1196
MKCG2553
MKCC8438
MKBW7272V

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Kostyantyn V Dmytruk et al.
Metabolic engineering, 13(1), 82-88 (2010-11-03)
Currently, the mutant of the flavinogenic yeast Candida famata dep8 isolated by classic mutagenesis and selection is used for industrial riboflavin production. Here we report on construction of a riboflavin overproducing strain of C. famata using a combination of random
Sittinan Chanarat et al.
Genes & development, 25(11), 1147-1158 (2011-05-18)
Different steps in gene expression are intimately linked. In Saccharomyces cerevisiae, the conserved TREX complex couples transcription to nuclear messenger RNA (mRNA) export. However, it is unknown how TREX is recruited to actively transcribed genes. Here, we show that the
Mihajlo Etinski et al.
Physical chemistry chemical physics : PCCP, 12(48), 15665-15671 (2010-08-04)
The photophysical properties of 6-azauracil were studied by means of ab initio quantum chemical methods. On the basis of our calculations we propose here the following mechanism for the lack of fluorescence and the high triplet quantum yield that was
methods in molecular biology
steroid receptor methods (2001)
Mattias Carlsson et al.
PloS one, 13(5), e0196840-e0196840 (2018-05-09)
Purine and pyrimidine analogues have important uses in chemotherapies against cancer, and a better understanding of the mechanisms that cause resistance to these drugs is therefore of importance in cancer treatment. In the yeast Saccharomyces cerevisiae, overexpression of the HAM1
View All Related Papers

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