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Ionization and divalent cation dissociation constants of nalidixic and oxolinic acids

✍ Scribed by Kim Timmers; Rolf Sternglanz

Book ID
104106024
Publisher
Elsevier Science
Year
1978
Weight
666 KB
Volume
9
Category
Article
ISSN
0006-3061

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✦ Synopsis

The ionization constants and some divalent cation dissociation constants of nalidhic and oxolinic acids, both specific inhibitors of bacterial DS.S replication. have been determined.

The carboxylic pK,' values are 6.1 snd 6.9 zt 25* for ndidixic and oxoiinic acids, respectively.

Thes+ values indicate that intramolecular hydrogen-bonding stabilizes the un-ionized form of these compounds in aqueous solution.

Both compounds bind divalent carions; the divalent cation dissociation constants for osolinic acid are somewhat smaller that those for nalidbic acid. We su_ggest that both compounds may aci by forming a complex in siru with 3 divalent cation in a metalloprorein involved in DNA replication.

The evidence that both drugs inhibit at the same target site is briefly reviewed. nalidixic acid inhibits a protein. the no1 A gene product, which is as essential

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R~suMI?~. -La variation de la (( constante de dissociatioii )) des acide5 macromoleculaires polybasiques en fonction du degre de neutralisation, de la dilution dc l'acide et de la teneur en electrolyte de la solution est expliquee par la presence d'une charge negative sur la macromolrkule. Par l'att