Source:http://linkedlifedata.com/resource/pubmed/id/21269630
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
36
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pubmed:dateCreated |
2011-8-22
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pubmed:abstractText |
Countercurrent chromatography (CCC) is a liquid chromatography technique in which the stationary phase is also a liquid. The main chemical process involved in solute separation is partitioning between the two immiscible liquid phases: the mobile phase and the support-free liquid stationary phase. The octanol-water partition coefficients (P(o/w)) is the accepted parameter measuring the hydrophobicity of molecules. It is considered to estimate active principle partitioning over a biomembrane. It was related to the substance biological activity. CCC is able to work with an octanol stationary phase and an aqueous mobile phase. In this configuration, CCC is a useful and easy alternative to measure directly the P(o/w) of the molecules compared to other methods including the classical and tedious shake-flask method. Three ketones are used as model compounds to illustrate the CCC protocol of P(o/w) measurement. The focus of this work is put on ionisable molecules whose apparent P(o/w) is completely changed by ionization. ?-Blockers, diuretics and sulfonamides are compound classes that were studied. Some of the experimentally determined P(o/w) coefficients of the molecular forms disagreed with calculated and experimental values available in the literature. The P(o/w) coefficients of the ionic forms and the acidity constants were also calculated using a theoretical model. Relationships between biological properties and hydrophobicity are also discussed.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Sep
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pubmed:issn |
1873-3778
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pubmed:author | |
pubmed:copyrightInfo |
Copyright © 2011 Elsevier B.V. All rights reserved.
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pubmed:issnType |
Electronic
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pubmed:day |
9
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pubmed:volume |
1218
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
6044-52
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pubmed:meshHeading | |
pubmed:year |
2011
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pubmed:articleTitle |
Hydrophobicity of ionisable compounds studied by countercurrent chromatography.
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pubmed:affiliation |
Departament de Química Analítica, Universitat de València, Burjassot, Spain.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't,
Evaluation Studies
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