A1757

6-Azauracil

Name: 6-Azauracil
Brand: SIGMA

≥98%, powder

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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About This Item

Empirical Formula (Hill Notation):

C₃H₃N₃O₂

CAS Number:

461-89-2

Molecular Weight:

113.07

NACRES:

NA.51

PubChem Substance ID:

24890584

UNSPSC Code:

41106305

EC Number:

207-318-0

MDL number:

MFCD00006456

Beilstein/REAXYS Number:

116472

Product Name

6-Azauracil, ≥98%

InChI key

SSPYSWLZOPCOLO-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1NN=CC(=O)N1

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

Quality Level

100

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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. It has also been used as an orotidine-5′-monophosphate decarboxylase (OMPdecase) inhibitor in minimal media for determining the OMPdecase activity.

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Metabolic engineering and classic selection of the yeast Candida famata (Candida flareri) for construction of strains with enhanced riboflavin production.

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

N-aminoazetidinecarboxylic acid: direct access to a small-ring hydrazino acid.

Valérie Declerck et al.

The Journal of organic chemistry, 76(2), 708-711 (2010-12-25)

A short and efficient synthesis of the previously unknown N-aminoazetidinecarboxylic acid has been established using a photochemical [2 + 2] cycloaddition strategy starting from 6-azauracil. Chiral derivatization with a nonracemic oxazolidinone provided access to both enantiomers of the title product.

methods in molecular biology

steroid receptor methods (2001)

The Prp19 complex is a novel transcription elongation factor required for TREX occupancy at transcribed genes.

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

Overruling the energy gap law: fast triplet formation in 6-azauracil.

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

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