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A1757

Sigma-Aldrich

6-Azauracil

≥98%

Synonym(e):

1,2,4-Triazin-3,5(2H,4H)-dion, 1,2,4-Triazin-3,5(2H,4H)-dion, 3,5-Dihydroxy-1,2,4-triazin

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About This Item

Empirische Formel (Hill-System):
C3H3N3O2
CAS-Nummer:
461-89-2
Molekulargewicht:
113.07
Beilstein:
116472
EG-Nummer:
207-318-0
MDL-Nummer:
MFCD00006456
UNSPSC-Code:
41106305
PubChem Substanz-ID:
24890584
NACRES:
NA.51

Assay

≥98%

Form

powder

mp (Schmelzpunkt)

274-275 °C (lit.)

Löslichkeit

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)

InChIKey

SSPYSWLZOPCOLO-UHFFFAOYSA-N

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Anwendung

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. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

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Sigma-Aldrich

8.41156

6-Azauracil

Hai-Ning Du et al.
Genes & development, 22(20), 2786-2798 (2008-10-17)
Set2-mediated H3 K36 methylation is an important histone modification on chromatin during transcription elongation. Although Set2 associates with the phosphorylated C-terminal domain (CTD) of RNA polymerase II (RNAPII), the mechanism of Set2 binding to chromatin and subsequent exertion of its
Rahul V Nene et al.
PLoS genetics, 14(1), e1007170-e1007170 (2018-01-11)
Defects in the genes encoding the Paf1 complex can cause increased genome instability. Loss of Paf1, Cdc73, and Ctr9, but not Rtf1 or Leo1, caused increased accumulation of gross chromosomal rearrangements (GCRs). Combining the cdc73Δ mutation with individual deletions of
Kazuko Matsubara et al.
Genes to cells : devoted to molecular & cellular mechanisms, 12(1), 13-33 (2007-01-11)
The core histones are essential components of the nucleosome that act as global negative regulators of DNA-mediated reactions including transcription, DNA replication and DNA repair. Modified residues in the N-terminal tails are well characterized in transcription, but not in DNA
Peter L Freddolino et al.
eLife, 7 (2018-04-06)
Cells adapt to familiar changes in their environment by activating predefined regulatory programs that establish adaptive gene expression states. These hard-wired pathways, however, may be inadequate for adaptation to environments never encountered before. Here, we reveal evidence for an alternative
João Paulo Gobbo et al.
The journal of physical chemistry. B, 115(19), 6243-6251 (2011-04-21)
The nonadiabatic photochemistry of 6-azauracil has been studied by means of the CASPT2//CASSCF protocol and double-ζ plus polarization ANO basis sets. Minimum energy states, transition states, minimum energy paths, and surface intersections have been computed in order to obtain an
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