Enantioseparation using sulfated cyclosophoraoses as a novel chiral additive in capillary electrophoresis

Park, Heylin; Lee, Sanghoo; Kang, Simook; Jung, Yunjung; Jung, Seunho

doi:10.1002/elps.200405971

Cited by 24 publications

(12 citation statements)

References 20 publications

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“…Electrostatic interactions provide additional stereoselectivity effects in case of ionic polysacharides [131] (heparin, dextran sulfate, chondroitin sulfate, hyaluronate, chitosans, aminoglycosides, colominic acid, highly sulfated cyclosophoraoses) suitable for a variety of basic drugs such as b-blockers and sympathomimetics [131][132][133][134].…”

Section: Polysaccharidesmentioning

confidence: 99%

Advanced CE for chiral analysis of drugs, metabolites, and biomarkers in biological samples

Mikuš

Maráková

2009

Electrophoresis

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An analysis of recent trends indicates that CE can show real advantages over chromatographic methods in ultratrace enantioselective determination of biologically active compounds in complex biological matrices. It is due to high separation efficiency and many applicable in-capillary electromigration effects in CE (countercurrent migration, stacking effects) enhancing significantly (enantio)separability and enabling effective sample preparation (preconcentration, purification, analyte derivatization). Other possible on-line combinations of CE, such as column coupled CE-CE techniques and implementation of nonelectrophoretic techniques (extraction, membrane filtration, flow injection) into CE, offer additional approaches for highly effective sample preparation and separation. CE matured to a highly flexible and compatible technique enabling its hyphenation with powerful detection systems allowing extremely sensitive detection (e.g. LIF) and/or structural characterization of analytes (e.g. MS). Within the last decade, more as well as less conventional analytical on-line approaches have been effectively utilized in this field and their practical potentialities are demonstrated on many new application examples in this article. Here, three basic areas of (enantioselective) drug bioanalysis are highlighted and supported by a brief theoretical description of each individual approach in a compact review structure (to create integrated view on the topic), including (i) progressive enantioseparation approaches and new enantioselective agents, (ii) in-capillary sample preparation (preconcentration, purification, derivatization), and (iii) detection possibilities related to enhanced sensitivity and structural characterization.

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Section: Polysaccharidesmentioning

confidence: 99%

Advanced CE for chiral analysis of drugs, metabolites, and biomarkers in biological samples

Mikuš

Maráková

2009

Electrophoresis

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“…For the anionic contribution, carboxymethylation was carried out using monochloroacetic acid in alkaline conditions, and the cyclic b-(1,2) glucans were substituted with carboxymethyl groups at C4 and 6 positions of glucose with DS ranging from 0.012 to 0.290 [95][96][97]. Sulfated cyclic b-(1,2) glucans were synthesized from a reaction of cyclic b-(1,2) glucans and sulfur trioxide trimethylamine complex in dimethylformamide at 60-70°C for 24 h [98]. The average sulfate contents were 2.25 per glucose.…”

Section: Natural and Chemical Derivatizationmentioning

confidence: 99%

Properties and current applications of bacterial cyclic β-glucans and their derivatives

Cho

Jeong

Choi

et al. 2016

J Incl Phenom Macrocycl Chem

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Cyclic b-glucans are unique constituents that are found in the periplasmic space and extracellular media of Agrobacterium, Rhizobium, Bradyrhizobium, Rhodobacter, Xanthomonas, and Ralstonia species. Based on their glycosidic linkages, they are classified into three groups composed of cyclic b-(1,2), b-(1,3)-b-(1,6), and b-(1,2)-a-(1,6) linked glucans. Their degrees of polymerization vary ranging from 10 to 40 glucose residues, and the backbone structure can be modified with non-sugar moieties. Since the macrocyclic oligosaccharides possess their own characteristics such as inherent three-dimensional structures, hydrogen bonding, and complex-forming abilities, various possible applications would be of interest in the field of green chemistry, separation science, pharmaceutical, and food industries. In this review, we have addressed the properties and current applications of bio-sourced cyclic bglucans and their derivatives.

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“…Additional studies have indicated that sinorhizobial cyclic β-(1,2)-glucans have the potential for use as commercial complexation agents for a variety of poorly soluble molecules (54)(55)(56)(57)(58)(59). Recent studies have also shown that cyclic β-(1,2)-glucans act as chiral selectors for various enantiomers (60)(61)(62)(63)(64)(65)(66), as catalytic carbohydrates for methanolysis (67)(68)(69), and as morphology-directing agents for the synthesis of selenium nanowires (70). These characteristic functions of PGs may be due to inherent three-dimensional structures, hydrogen-bonding and the complex-forming abilities of the cyclic glucans in aqueous solutions.…”

Section: Novel Physico-chemical Properties Of Pgsmentioning

confidence: 99%

Periplasmic glucans isolated from Proteobacteria

Lee

Cho²,

Jung

2009

BMB Reports

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Enantioseparation using sulfated cyclosophoraoses as a novel chiral additive in capillary electrophoresis

Cited by 24 publications

References 20 publications

Advanced CE for chiral analysis of drugs, metabolites, and biomarkers in biological samples

Advanced CE for chiral analysis of drugs, metabolites, and biomarkers in biological samples

Properties and current applications of bacterial cyclic β-glucans and their derivatives

Periplasmic glucans isolated from Proteobacteria

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