EFFECT OF THE ADDITION OF ELECTROLYTES ON THE PARTITION-COEFFICIENTS,ACTIVITY-COEFFICIENTS, AND ACID DISSOCIATION-CONSTANTS OF CARNITINE AND ITS ACETYL AND PROPIONYL DERIVATIVES
P. Demaria et al., EFFECT OF THE ADDITION OF ELECTROLYTES ON THE PARTITION-COEFFICIENTS,ACTIVITY-COEFFICIENTS, AND ACID DISSOCIATION-CONSTANTS OF CARNITINE AND ITS ACETYL AND PROPIONYL DERIVATIVES, Journal of pharmaceutical sciences, 83(5), 1994, pp. 742-746
The partition coefficients, P, between n-octanol and water of carnitin
e, acetylcarnitine, propionylcarnitine, and tetraethylammonium pentacy
anopropenides have been determined spectrophotometrically at 20 degree
s C, The value of P increases upon addition of electrolytes, the incre
ase produced by LiCl being particularly high. The carnitine cations ar
e 'salted-out' by electrolytes as shown by the variation of their 'sin
gle ion' activity coefficients (relative to that of the tetraethylammo
nium ion) with electrolyte concentration. These cations are appreciabl
y more hydrated than the reference tetraethylammonium ion. The conside
red carnitine cations are at least one pK(a)(where K-a is the acid dis
sociation constant) unit more acidic than butanoic acid in water at 25
degrees C, Electrolyte addition somewhat increases the pK(a) of these
cationic acids.