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O2750
Orotic acid
≥98% (titration), anhydrous
Orotic acid
Synonym(s):
2,6-Dihydroxypyrimidine-4-carboxylic acid, 6-Carboxy-2,4-dihydroxypyrimidine, 6-Carboxyuracil, Uracil-6-carboxylic acid
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10 G
$95.80
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About This Item
Empirical Formula (Hill Notation):
C5H4N2O4
CAS Number:
Molecular Weight:
156.10
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
EC Number:
200-619-8
Beilstein/REAXYS Number:
383901
MDL number:
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Product Name
Orotic acid, ≥98% (titration), anhydrous
InChI key
PXQPEWDEAKTCGB-UHFFFAOYSA-N
InChI
1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)
SMILES string
OC(=O)C1=CC(=O)NC(=O)N1
grade
anhydrous
assay
≥98% (titration)
mp
≥300 °C
Quality Level
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Related Categories
1 of 4
This Item | O2875 | 153281 | C9525 |
|---|---|---|---|
| assay ≥98% (titration) | assay ≥98% | assay 97% | assay ≥99% |
| Quality Level 200 | Quality Level 200 | Quality Level 100 | Quality Level 200 |
| mp ≥300 °C | mp - | mp >300 °C (lit.) | mp - |
| 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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
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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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.
David Pérez-Pascual et al.
Frontiers in microbiology, 8, 2168-2168 (2017-11-23)
A fascinating characteristic of most members of the genus
Mattias Carlsson et al.
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
Thomas D Loan et al.
New biotechnology, 49, 104-111 (2018-10-23)
Nucleoside triphosphates (NTPs) are important synthetic targets with diverse applications in therapeutics and diagnostics. Enzymatic routes to NTPs from simple building blocks are attractive, however the cost and complexity of assembling the requisite mixtures of multiple enzymes hinders application. Here
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.
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