Effect of ethanol on the solubility of ampicillin and phenylglycine in aqueous media

Ampicillin is one of the most consumed antibiotics. Due to environmental issues the production of ampicillin has been forbidden by the conventional chemical route. An alternative is the enzymatic route followed by crystallization of the antibiotic. Therefore, this work aims the determination of a se...

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Published in:Fluid phase equilibria Vol. 424; pp. 105 - 113
Main Authors: Felix, I.M.B., Chiavone-Filho, O., Mattedi, S.
Format: Journal Article
Language:English
Published: Elsevier B.V 01-09-2016
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Abstract Ampicillin is one of the most consumed antibiotics. Due to environmental issues the production of ampicillin has been forbidden by the conventional chemical route. An alternative is the enzymatic route followed by crystallization of the antibiotic. Therefore, this work aims the determination of a series of ampicillin and phenylglycine solubility data in aqueous media using an analytical method. The measurements were carried out at 283.15 and 298.15 K, varying the pH between 3 and 8, and ethanol composition up to 70 wt%. Dissociation constants (pKa's) have also been measured at the studied temperatures and ethanol compositions. It is demonstrated that ideal thermodynamic model with the predetermined pKa's is able to describe satisfactorily solubility profiles. Solubility measurements of ampicillin and phenylglycine have been determined at different conditions of industrial interest. These data may be applied for the evaluation of the crystallization step of ampicillin in the enzymatic synthesis.
AbstractList Ampicillin is one of the most consumed antibiotics. Due to environmental issues the production of ampicillin has been forbidden by the conventional chemical route. An alternative is the enzymatic route followed by crystallization of the antibiotic. Therefore, this work aims the determination of a series of ampicillin and phenylglycine solubility data in aqueous media using an analytical method. The measurements were carried out at 283.15 and 298.15 K, varying the pH between 3 and 8, and ethanol composition up to 70 wt%. Dissociation constants (pKa's) have also been measured at the studied temperatures and ethanol compositions. It is demonstrated that ideal thermodynamic model with the predetermined pKa's is able to describe satisfactorily solubility profiles. Solubility measurements of ampicillin and phenylglycine have been determined at different conditions of industrial interest. These data may be applied for the evaluation of the crystallization step of ampicillin in the enzymatic synthesis.
Ampicillin is one of the most consumed antibiotics. Due to environmental issues the production of ampicillin has been forbidden by the conventional chemical route. An alternative is the enzymatic route followed by crystallization of the antibiotic. Therefore, this work aims the determination of a series of ampicillin and phenylglycine solubility data in aqueous media using an analytical method. The measurements were carried out at 283.15 and 298.15 K, varying the pH between 3 and 8, and ethanol composition up to 70 wt%. Dissociation constants (pKa's) have also been measured at the studied temperatures and ethanol compositions. It is demonstrated that ideal thermodynamic model with the predetermined pKa's is able to describe satisfactorily solubility profiles. Solubility measurements of ampicillin and phenylglycine have been determined at different conditions of industrial interest. These data may be applied for the evaluation of the crystallization step of ampicillin in the enzymatic synthesis.
Author Chiavone-Filho, O.
Felix, I.M.B.
Mattedi, S.
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Keywords Enzymatic synthesis
Dissociation constant
Ampicillin
Solubility
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Snippet Ampicillin is one of the most consumed antibiotics. Due to environmental issues the production of ampicillin has been forbidden by the conventional chemical...
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SubjectTerms Ampicillin
Antibiotics
Constants
Crystallization
Dissociation constant
Enzymatic synthesis
Ethanol
Ethyl alcohol
Media
Solubility
Title Effect of ethanol on the solubility of ampicillin and phenylglycine in aqueous media
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