Acid Dissociation Constants, Enthalpy, Entropy and Gibbs Energy of Bedaquiline by UV-Metric Spectral and pH-metric Analysis

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25530%2F21%3A39918434" target="_blank" >RIV/00216275:25530/21:39918434 - isvavai.cz</a>

Result on the web

<a href="https://www.webofscience.com/wos/woscc/full-record/WOS:000625597900001" target="_blank" >https://www.webofscience.com/wos/woscc/full-record/WOS:000625597900001</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s10953-021-01055-w" target="_blank" >10.1007/s10953-021-01055-w</a>

Result language

angličtina

Original language name

Acid Dissociation Constants, Enthalpy, Entropy and Gibbs Energy of Bedaquiline by UV-Metric Spectral and pH-metric Analysis

Original language description

Bedaquiline (trade name Sirturo) is an antibiotic used to treat pulmonary tuberculosis that is resistant to other antibiotics. The pH-spectrophotometric and pH-potentiometric titration allowed the measurement of two near successive and one distant dissociation constants. Bedaquiline neutral LH molecule was able to protonate and dissociate in pure water to form soluble particles L-, LH, LH2+, LH32+ and LH43+. In the pH range 2 to 7, three dissociation constants can be reliably estimated. REACTLAB (UV-metric spectral analysis): pKTa1 = 3.91(09), pKTa2 = 4.58(12) and pKTa3 = 5.26(07) at 25 °C and pKTa1 = 3.61(30), pKTa2 = 4.44(15) and pKTa3 = 5.54(33) at 37 °C. ESAB (pH-metric analysis): pKTa1 = 3.21(39), pKTa2 = 3.68(31) and pKTa3 = 5.21(42) at 25 °C and pKTa1 = 3.31(12), pKTa2 = 3.67(15) and pKTa3 = 5.73(08) at 37 °C. Molar enthalpy ΔH0, molar entropy ΔS0 and Gibbs free energy ΔG0 were calculated from the spectra using a dependence ln K to 1/T. The potentiometric data showed positive enthalpy ΔH0(pKa1) = 85.49 kJ·mol-1, ΔH0(pKa2) = 86.42 kJ·mol-1, ΔH0(pKa3) = 65.84 kJ·mol-1 and dissociation was endothermic. The entropy ΔS0 at 25 ° C was positive for 3 dissociation constants ΔS0(pKa1) = 217.47 J·mol-1, ΔS0(pKa2) = 204.87 J·mol-1, ΔS0(pKa3) = 92.63 J·mol-1 at 25 °C and proved irreversible dissociation.

Czech name

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Czech description

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Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

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OECD FORD branch

10406 - Analytical chemistry

Project

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Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2021

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of Solution Chemistry

ISSN

0095-9782

e-ISSN

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Volume of the periodical

50

Issue of the periodical within the volume

3

Country of publishing house

DE - GERMANY

Number of pages

25

Pages from-to

315-339

UT code for WoS article

000625597900001

EID of the result in the Scopus database

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