Pyrazine carboxylic acid

Pyrazine carboxylic acid

$230.00 - 25 mg

$65.00 - 5 mg

All prices in Australian dollars

Code
BIA-P2421
Synonyms
Pyrazinoic acid, 1,4-Diazinecarboxylic acid, 2-Carboxypyrazine, 2-Pyrazinoic acid, NSC 13146, NSC 27192, Pyrazinic acid
CAS #
98-97-5
Molecular Formula
C5H4N2O2
Molecular Weight
124.1
Purity
>95% by HPLC
Long Term Storage
Soluble in methanol or DMSO

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Product Data Sheet

Application Notes

Pyrazine carboxylic acid (pyrazinoic acid) is the active moiety of the antitubercular drug, pyrazinamide. Susceptible strains of Mycobacterium tuberculosis convert pyrazinamide to pyrazine carboxylic acid via nicotinamidase/pyrazinamidase. Pyrazine carboxylic acid inhibits fatty acid synthase type I in replicating tubercle bacilli, reaching 60% inhibition of fatty acid synthesis at pH 5.5. Pyrazine carboxylic acid targets the ribosomal protein S1 (RpsA) involved in protein translation and the ribosome-sparing process of trans-translation. Pyrazine carboxylic acid depletes cellular ATP reserves, inhibits renal tubular secretion of uric acid and is used as a chemical scaffold for new anti-TB drugs.

References

  • Pyrazinamide and pyrazinoic acid activity against tubercle bacilli in cultured human macrophages and in the BACTEC system. Salfinger M. et al. J Infect Dis. 1990, 162, 201.
  • Pyrazinoic acid and its n-propyl ester inhibit fatty acid synthase type I in replicating tubercle bacilli. Zimhony O. et al. Antimicrob Agent Chemother. 2007, 51, 752.
  • Pyrazinamide inhibits trans-translation in Mycobacterium tuberculosis. Shi W. et al. Science 2011, 333, 1630.
  • Identification and functional characterization of uric acid transporter Urat1 (Slc22a12) in rats. Sato M. et al. Biochim Biophys Acta 2011, 1808, 1441.

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