Resolution of the enantiomers of thyroid hormones by high-performance lingad-exchange chromatography using a chemically bonded chiral stationary phase

Juffmann, F.

doi:10.1016/s0021-9673(01)86882-5

Cited by 25 publications

(12 citation statements)

References 8 publications

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“…Gika et al achieved the T 4 enantioseparation using a quinine-derived CSP [3]. Gübitz et al used a covalently bound Cu(II)-L-proline chelate CSP, in which the separation was based on the principle of chiral ligand-exchange (LE) [4]. Recently, the authors published another work about T 4 enantiomer separation, using HPLC and micro-HPLC, in which different CSPs were adopted and compared, including a LE phase (L-4-hydroxyproline/Cu(II) chelate), a teicoplanin and a teicoplanin aglycone phase [5].…”

Section: Exists As Two Enantiomeric Forms L-t 4 and D-t 4 (mentioning

confidence: 99%

“…Recently, the authors published another work about T 4 enantiomer separation, using HPLC and micro-HPLC, in which different CSPs were adopted and compared, including a LE phase (L-4-hydroxyproline/Cu(II) chelate), a teicoplanin and a teicoplanin aglycone phase [5]. Besides those CSP methods, chiral-mobile-phase methods have been developed as well for T 4 enantiomers. In such strategies Cu(II) complexes with different L-amino acids were used as chiral additives to the HPLC mobile phase [6][7][8].…”

Section: Exists As Two Enantiomeric Forms L-t 4 and D-t 4 (mentioning

confidence: 99%

“…1), which have different biological, pharmacological and therapeutic effects [1]. L-T 4 , the natural occurring form, is mainly used as replacement therapy in hypothyroidism; however D-T 4 , which is a byproduct in the synthesis of L-T4, has no influence on the metabolic rate but decreases the levels of cholesterol, phospholipids and apolipoprotein B in serum [1]. Moreover, a suppression of thyroid stimulating hormone excretion caused by D-T 4 has been observed [1].…”

Section: Introductionmentioning

confidence: 99%

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Enantioselective determination of thyroxine enantiomers by ligand‐exchange CE with UV absorbance and ICP‐MS detection

et al. 2009

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A simple CE method has been developed for the separation and determination of thyroxine (T 4 ) enantiomers in pharmaceutical formulations. The method was based on ligand-exchange mechanism using a Cu(II)/L-proline complex as chiral selector. The effects of different parameters affecting separation such as chiral selector concentration, organic additive, buffer pH and temperature were investigated. A baseline separation of the two enantiomers was obtained at a Cu(II)/L-proline ratio of 1:8 in a borate buffer (15 mmol/L, pH 9.6) containing 10% v/v acetonitrile. Under the optimized conditions, precision linearity range and detection limits of the developed enantioselective CE method were evaluated and compared using two different detection systems: conventional UV detection at 226 nm and iodine ( 127 I)specific detection (''chiral speciation'') with ICP-MS. Both methodologies show adequate analytical performance characteristics with detection limits around 0.30 mg/mL for each enantiomer of T 4 . Finally, a levothroid pharmaceutical formulation sample was successfully analyzed using both developed methods CE-UV and CE-ICP-MS.

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Section: Exists As Two Enantiomeric Forms L-t 4 and D-t 4 (mentioning

confidence: 99%

Section: Exists As Two Enantiomeric Forms L-t 4 and D-t 4 (mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Enantioselective determination of thyroxine enantiomers by ligand‐exchange CE with UV absorbance and ICP‐MS detection

et al. 2009

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“…Ligand-exchange chromatography (LEC) introduced by Davankov and Rogozhim [228] [229][230][231][232], a-alkyl and N-alkyl amino acids [232,233], amino acid derivatives [232], dipeptides [232], hydroxy acids [234] and thyroid hormones [235]. Subsequently, a large number of chiral LEC phases and their applications have been published [236][237][238].…”

Section: Chiral Imprinted Polymersmentioning

confidence: 99%

Chiral separation by chromatographic and electromigration techniques. A Review

Gübitz

Schmid

2001

Biopharm & Drug Disp

225

135

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This review gives a survey of different chiral separation principles and their use in high-performance liquid chromatography (HPLC), gas chromatography (GC), supercritical fluid chromatography (SFC), thin-layer chromatography (TLC), capillary electrophoresis (CE) and capillary electrochromatography (CEC) highlighting new developments and innovative techniques. The mechanisms of the different separation principles are briefly discussed and some selected applications are shown.

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“…CSPIa: X=H CSPIb: X=OH In addition to underivatized amino acids, these silica based phases showed enantioselectivity for α-alkyl amino acids [4], ß-methylamino acids [8], N-protected amino acids [4], α-hydroxy acids [9], dipeptides [4,10] and thyroid hormones [11]. Phases of this type have been commercialized by Daicel Chem.…”

Section: Separation By Liquid Chromatographymentioning

confidence: 99%

Chiral Separation by Ligand Exchange

Gbitz¹,

Schmid²

2006

Chiral Separation Techniques

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The principle of chiral ligand-exchange, introduced by Davankov, has become a widely used technique for chiral separation in both chromatography and in electromigration techniques. This simple technique makes use of the formation of mixed metal chelate complexes between a chiral selector and both enantiomers of an analyte. In HPLC, the chiral selector can be either bonded to the stationary phase or added to the mobile phase. In CE the chiral selector is simply added to the electrolyte. A relatively new approach represents CEC, where capillaries contain a chiral stationary phase. More than thousand papers appeared in the field of chiral ligand-exchange. To cite all papers would require several books.The present article gives an overview of both milestones and our activities on chiral separation using the principle of ligand-exchange. Recent advances in chip technology for chiral separations and new approaches regarding improvement of detection sensitivity are mentioned.Keywords: ligand-exchange; chiral selectors; chemically bonded phases; dynamically coated phases; monolithic phases; HPLC; capillary electrophoresis; capillary electro chromatography ХИРАЛНИ РАЗДВОЈУВАЊА СО ИЗМЕНА НА ЛИГАНДИПринципот на измена на лиганди, воведен од Даванков, стана широко користена техника за хирални раздвојувања и во хроматографските и во електромиграциските техники. Оваа едноставна техника го користи образувањето на мешани металoхелатни комплекси помеѓу хирален селектор и обата енантиомерa на аналитот. Во високоефикасната течна хроматографија (HPLC) хиралниот селектор може да биде врзан на стационарната фаза или додаден во мобилната фаза. Во капиларната електрофореза (CE) хиралниот селектор едноставно се додава во електролитот. Капиларната електрохроматографија (CEC) претставува релативно нов пристап, каде што капиларите содржат хирална стационарна фаза. Објавени се повеќе од илјада трудови од областа на хирални раздвојувања со измена на лиганди и потребни би биле повеќе книги за сите тие да се соберат.Во овој труд е даден преглед на главните развојни точки и на нашата работа на хирални разделувања со употреба на принципот на измена на лиганди. Освен тоа, наведени се и последните достигнувања на чип-технологијата за хирални раздвојувања и новите пристапи поврзани со подобрување на осетливоста на детекцијата.Клучни зборови: измена на лиганди; хирални селектори; хемиски врзани фази; динамички нанесени фази; монолитни фази; HPLC; капиларна електрофореза; капиларна електрохроматографија MJCCA9 -576

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Resolution of the enantiomers of thyroid hormones by high-performance lingad-exchange chromatography using a chemically bonded chiral stationary phase

Cited by 25 publications

References 8 publications

Enantioselective determination of thyroxine enantiomers by ligand‐exchange CE with UV absorbance and ICP‐MS detection

Enantioselective determination of thyroxine enantiomers by ligand‐exchange CE with UV absorbance and ICP‐MS detection

Chiral separation by chromatographic and electromigration techniques. A Review

Chiral Separation by Ligand Exchange

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