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O2750

Sigma-Aldrich

Orotic acid

≥98% (titration), anhydrous

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Synonym(s):
2,6-Dihydroxypyrimidine-4-carboxylic acid, 6-Carboxy-2,4-dihydroxypyrimidine, 6-Carboxyuracil, Uracil-6-carboxylic acid
Empirical Formula (Hill Notation):
C5H4N2O4
CAS Number:
Molecular Weight:
156.10
Beilstein:
383901
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.51

grade

anhydrous

Assay

≥98% (titration)

mp

≥300 °C

SMILES string

OC(=O)C1=CC(=O)NC(=O)N1

InChI

1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)

Inchi Key

PXQPEWDEAKTCGB-UHFFFAOYSA-N

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This Item
O2875C9525153281
Orotic acid ≥98% (titration), anhydrous

Sigma-Aldrich

O2750

Orotic acid

4-Chlorouracil ≥99%

Sigma-Aldrich

C9525

4-Chlorouracil

mp

≥300 °C

mp

-

mp

-

mp

>300 °C (lit.)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

grade

anhydrous

grade

-

grade

-

grade

-

Application

Orotic acid (OA) is an intermediate in de novo pyrimidine biosynthesis that may be used to study the specificity and kinetics of orotate phosphoribosyltransferase (OPRT) which catalyzes the reversible phosphoribosyl transfer from 5′-phospho-α-d-ribose 1′-diphosphate (PRPP) to orotic acid (OA), forming pyrophosphate and orotidine 5′-monophosphate (OMP). Orotic acid is used as a starting material for the potential commercial bioproduction of uridine 5′-monophosphate (UMP) by microbes such as Corynebacterium ammoniagenes (ATCC 6872) or Saccharomyces cerevisiae. OA may be used to study the AMPK/SREBP-1 dependent cell signaling pathway and transcription regulation mechanisms that induce hepatic lipogenesis.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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PloS one, 8(10), e52094-e52094 (2013-10-15)
5-Fluorouracil (5-FU) is an anticancer drug and pyrimidine analogue. A problem in 5-FU therapy is acquired resistance to the drug. To find out more about the mechanisms of resistance, we screened a plasmid library in yeast for genes that confer
Juliana Cheleski et al.
European journal of medicinal chemistry, 45(12), 5899-5909 (2010-10-23)
The enzyme dihydroorotate dehydrogenase (DHODH) has been suggested as a promising target for the design of trypanocidal agents. We report here the discovery of novel inhibitors of Trypanosoma cruzi DHODH identified by a combination of virtual screening and ITC methods.
Orotic acid.
W J O'Sullivan
Australian and New Zealand journal of medicine, 3(4), 417-422 (1973-08-01)
Izumi Miyabe et al.
PLoS genetics, 7(12), e1002407-e1002407 (2011-12-07)
Coordinated replication of eukaryotic genomes is intrinsically asymmetric, with continuous leading strand synthesis preceding discontinuous lagging strand synthesis. Here we provide two types of evidence indicating that, in fission yeast, these two biosynthetic tasks are performed by two different replicases.
Laura Martorano et al.
Disease models & mechanisms, 12(3) (2019-03-06)
Mitochondrial DNA depletion syndromes (MDS) are a group of rare autosomal recessive disorders with early onset and no cure available. MDS are caused by mutations in nuclear genes involved in mitochondrial DNA (mtDNA) maintenance, and characterized by both a strong

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