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Titolo:
Influence of the solute hydrophobicity on the enantioselective adsorption of beta-blockers on a cellulase protein used as the chiral selector
Autore:
Gotmar, G; Fornstedt, T; Andersson, M; Guiochon, G;
Indirizzi:
Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA Univ Tennessee Knoxville TN USA 37996 Dept Chem, Knoxville, TN 37996 USA BMC, Dept Pharm, S-75123 Uppsala, Sweden BMC Uppsala Sweden S-75123BMC, Dept Pharm, S-75123 Uppsala, Sweden Oak Ridge Natl Lab, Div Chem & Analyt Sci, Oak Ridge, TN 37831 USA Oak Ridge Natl Lab Oak Ridge TN USA 37831 yt Sci, Oak Ridge, TN 37831 USA
Titolo Testata:
JOURNAL OF CHROMATOGRAPHY A
fascicolo: 1-2, volume: 905, anno: 2001,
pagine: 3 - 17
Fonte:
ISI
Lingua:
ENG
Soggetto:
HUMAN SERUM-ALBUMIN; CBH-I-SILICA; CHROMATOGRAPHIC BAND PROFILES; STATIONARY-PHASE; PROPRANOLOL ENANTIOMERS; LIQUID-CHROMATOGRAPHY; ALPHA-1-ACID GLYCOPROTEIN; STEREOCHEMICAL RESOLUTION; AMINO-ACIDS; SEPARATION;
Keywords:
hydrophobicity; enantiomer separation; adsorption isotherms; chiral stationary phases, LC; immobilized proteins; beta-blockers; alprenolol; propranolol; metoprolol;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
36
Recensione:
Indirizzi per estratti:
Indirizzo: Guiochon, G Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA Univ Tennessee Knoxville TN USA 37996 Knoxville, TN 37996 USA
Citazione:
G. Gotmar et al., "Influence of the solute hydrophobicity on the enantioselective adsorption of beta-blockers on a cellulase protein used as the chiral selector", J CHROMAT A, 905(1-2), 2001, pp. 3-17

Abstract

Adsorption isotherm data were acquired at different eluent pH values for the enantiomers of several P-blockers on cellobiohydrolase I on silica gel. They fit well to the biLangmuir model, allowing the determination of the equilibrium constants and the monolayer capacities for chiral and nonselective adsorption. The adsorption of the S-enantiomers (eluted second) is exothermic at low pH, endothermic at high pH, and athermal in a narrow pH range depending on the P-blocker. This transition pH range is lower for S-alprenolol than for the more hydrophobic S-propranolol, although their endothermic adsorption originates from hydrophobic interactions. This surprising observation is explained by the relative values of the isotherm coefficients. S-Alprenolol seems to have a more pronounced endothermic behavior than S-propranolol because the nonselective interactions of both compounds with the stationary phase are exothermic but their contribution to retention, relative to that of the endothermic chiral interactions, is less important for alprenolol. The order of increasing energy of the chiral interactions is the same as that of hydrophobicity, propranolol > alprenolol > metoprolol. (C) 2001 Elsevier Science B.V. All rights reserved.

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Documento generato il 02/04/20 alle ore 19:17:35