Chiral separation of β-methyl-amino acids by ligand exchange using capillary electrophoresis and HPLC

Grobuschek, Nina; Schmid, Martin G.; Tuscher, Claudia; Ivanova, M; Gübitz, Gerald

doi:10.1016/s0731-7085(01)00616-1

Cited by 37 publications

(27 citation statements)

References 24 publications

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“…Capillary zone electrophoresis was carried out using Cu(II) complexes of different L-4-hydroxyprolines as chiral selectors, added to the BGE [104]. Nearly all b-methylamino acids were baseline-resolved using different background electrolytes.…”

Section: Ligand-exchange Electrophoresis (Lee)mentioning

confidence: 99%

Recent advances in amino acid analysis by capillary electrophoresis

2003

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Amino acids are studied extensively using capillary electrophoresis. In a previous article, we reviewed applications reported in the period 1999-early 2001 (Prata, C., Bonnafous, P., Fraysse, N., Treilhou, M., Poinsot, V., Couderc, F., Electrophoresis 2001, 22, 4129-4138). In this article we follow on with this review for the period end of 2001-beginning of 2003. We will report the developments of detection methods, separations of enantiomers, the new medical applications, and amino acids in food and plants. This review shows that CE is more and more important for the amino acid analysis.

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Section: Ligand-exchange Electrophoresis (Lee)mentioning

confidence: 99%

Recent advances in amino acid analysis by capillary electrophoresis

2003

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“…Besides improved enantioselectivity for amino acids these selectors showed also chiral recognition abitlity for ß-methyl amino acids [8] halogenated aromatic amino acids [29] and dipeptides [30]. Furthermore, with these selectors also drugs with amino alcohol structure such as sympathomimetics and ß-blockers were resolved [30,31].…”

Section: Capillary Zone Electrophoresismentioning

confidence: 97%

“…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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“…Underivatized amino acids were separated for the first time by Schmid and Gübitz using copper complexes of l-proline and l-4-hydroxyproline [123]. Further work of this group involved the use of N -(2-hydroxy-octyl)-l-4-hydroxyproline/Cu(II) for the separation of α-amino acids [124], the separation of β-methyl amino acids using Cu(II) complexes of l-4-hydroxyproline, N -(2-hydroxypropyl)-l-4-hydroxyproline, and N -(2-hydroxyoctyl)-l-4-hydroxyproline as chiral selectors [125], among other applications.…”

Section: Chiral Separations In Ligand-exchange Capillary Electrophoresismentioning

confidence: 99%