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 |
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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. |
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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. |
Author_xml | – sequence: 1 givenname: I.M.B. orcidid: 0000-0003-2790-5654 surname: Felix fullname: Felix, I.M.B. email: italla@ufersa.edu.br organization: Chemical Engineering Graduate Program, Polythechnic School, Federal University of Bahia, Rua Aristides Novis, n° 2, 40210-630, Salvador, BA, Brazil – sequence: 2 givenname: O. orcidid: 0000-0002-1752-5757 surname: Chiavone-Filho fullname: Chiavone-Filho, O. organization: Chemical Engineering Department, Federal University of Rio Grande do Norte, Av. Senador Salgado Filho, n° 3000, NUPEG-NTI, 59066-800, Natal, RN, Brazil – sequence: 3 givenname: S. surname: Mattedi fullname: Mattedi, S. organization: Chemical Engineering Graduate Program, Polythechnic School, Federal University of Bahia, Rua Aristides Novis, n° 2, 40210-630, Salvador, BA, Brazil |
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Cites_doi | 10.1021/ie960762w 10.1016/S0032-9592(02)00092-4 10.1016/S0021-9673(97)01213-2 10.1016/S1381-1177(00)00048-5 10.1016/S1383-5866(99)00011-8 10.1385/ABAB:97:3:165 10.1016/j.fluid.2011.04.015 10.1016/j.jpba.2012.06.023 10.1016/j.jct.2011.08.004 10.1016/S0141-0229(96)00032-4 10.1385/ABAB:84-86:1-9:931 10.1016/S1381-1177(00)00091-6 10.1016/S0378-3812(99)00059-X 10.1016/0141-0229(95)00179-4 10.1002/aic.12082 10.1590/S0100-40422011000900029 10.1016/j.watres.2004.03.017 |
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Keywords | Enzymatic synthesis Dissociation constant Ampicillin Solubility |
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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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