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Key Documents

O2875

Sigma-Aldrich

Orotic acid potassium salt

≥98%

Synonym(s):

6-Carboxy-2,4-dihydroxypyrimidine, Uracil-6-carboxylic acid

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About This Item

Linear Formula:
C5H3N2O4K
CAS Number:
Molecular Weight:
194.19
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

Quality Level

Assay

≥98%

form

powder

solubility

1 M NaOH: 25 mg/mL, clear to slightly hazy, colorless to faintly yellow

SMILES string

[K+].[O-]C(=O)C1=CC(=O)NC(=O)N1

InChI

1S/C5H4N2O4.K/c8-3-1-2(4(9)10)6-5(11)7-3;/h1H,(H,9,10)(H2,6,7,8,11);/q;+1/p-1

InChI key

DHBUISJCVRMTAZ-UHFFFAOYSA-M

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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