Separation of Drug Stereoisomers by the Formation of β-Cyclodextrin Inclusion Complexes

Armstrong, D. W.; WARD, T. J.; Armstrong, R.D.; Beesley, T

doi:10.1126/science.3704640

Cited by 620 publications

(238 citation statements)

References 19 publications

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“…One drawback to the host-guest route is the lack of a generic process, meaning that each recognition problem requires a novel solution. Approaches that utilize naturally occurring macromolecules to act as selective recognition sites are well documented (6).…”

Section: Introductionmentioning

confidence: 99%

From 3D to 2D: A Review of the Molecular Imprinting of Proteins

Turner¹,

Jeans²,

Brain³

et al. 2006

Biotechnol. Prog.

186

217

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Molecular imprinting is a generic technology that allows for the introduction of sites of specific molecular affinity into otherwise homogeneous polymeric matrices. Commonly this technique has been shown to be effective when targeting small molecules of molecular weight <1500, while extending the technique to larger molecules such as proteins has proven difficult. A number of key inherent problems in protein imprinting have been identified, including permanent entrapment, poor mass transfer, denaturation, and heterogeneity in binding pocket affinity, which have been addressed using a variety of approaches. This review focuses on protein imprinting in its various forms, ranging from conventional bulk techniques to novel thin film and monolayer surface imprinting approaches.

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Section: Introductionmentioning

confidence: 99%

From 3D to 2D: A Review of the Molecular Imprinting of Proteins

Turner¹,

Jeans²,

Brain³

et al. 2006

Biotechnol. Prog.

186

217

View full text Add to dashboard Cite

show abstract

“…环糊精(Cyclodextrin, CD)是一种具有特殊疏水空腔的非还原性天然寡糖, 能与多种无机或有机分子形成稳定的主体-客体包合物, 且多个手性 C 原子构成了良好的不对称环境, 使其在分离对映体方面取得一系列成果 [8] . 目前应用广泛的大都是基于天然或改性环糊精的单一型手性固定相以及于新型功能键合臂的开发, 虽然制备出了一系列优秀的单层环糊精手性固定相, 但是性能优异的新型环糊精固定相的数目正在减少, 这成为手性分离技术发展的瓶颈 [9] .…”

Section: 引言unclassified

Construction and Chromatographic Performance of a Novel Triazole Bridged Hybrid Bilayer Cyclodextrin Chiral Stationary Phase

Zhang¹,

Jie²,

Wang³

2015

Acta Chim. Sinica

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“…Armstrong et al (28) have shown that enantiomers of metoprolol, hexobarbital, methadone and many more drugs can be separated by this stationary phase, however enantiomers of certain drugs, such as chlorcyclizine and bupivacaine, are not effectively resolved, presumably due to the absence of differential interaction with the rim of the CD cavity. One further advantage of CD phases is that they are relatively cheaper than the other CSPs.…”

Section: Cyclodextrin Bonded Phasesmentioning

confidence: 99%

Chiral High Performance Liquid Chromatography of Drug Molecules

Mehta¹

1990

J Clin Pharm Ther

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SUMMARYThe individual enantiomers of racemic drugs frequently differ in their biological effects. For pharmacological studies of such drugs there is therefore a need for an effective means of separating and quantifying the enantiomers in biological samples. As their physicochemical properties are similar, the assay of enantiomers is generally regarded as difficult, time-consuming and error-prone. However, recent developments in high performance liquid chromatography (HPLC) chiral stationary phase technology overcome some of these problems and provide a more efficient and reliable way of assaying enantiomeric drugs. I N T R O D U C T I O NMany of the most widely prescribed drugs (warfarin, dysopyramide, ibuprofen, /I-blockers etc.) contain a chiral carbon (also called an asymmetric centre or a chiral centre), i.e. a carbon atom that has four different groups attached. For a drug that possesses a single chiral carbon, a pair of enantiomers (non-superimposable mirror image isomers, also called optical isomers or optical antipodes) exists. However, in most cases such drugs are administered in man as a racemic mixture (or a racemate), i.e. as a mixture of each enantiomer. Individual enantiomers of a racemic drug (also called an enantiomeric drug or a chiral drug) rotate the plane of polarized light in equal but opposite directions and are said to be optically active. A racemic mixture on the other hand is optically inactive because the optical activity of one enantiomer is counteracted by that of the other.Although the majority of the chiral drugs contain one asymmetric carbon, there are some which contain either more than one chiral carbon (e.g. an antifungal drug, griseofulvin, contains two chiral carbons), or contain chiral atoms other than carbon, for example, the anticancer drug cyclophosphamide contains chiral phosphorus in a hetercyclic ring system. Figure 1 shows the structures of some drugs which contain asymmetric atoms.The two enantiomers of a racemic drug frequently differ from one another in pharmacological properties. In most cases one of the enantiomers tends to be much more active than the other. The other enantiomer can be harmful, have totally different 313

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Separation of Drug Stereoisomers by the Formation of β-Cyclodextrin Inclusion Complexes

Cited by 620 publications

References 19 publications

From 3D to 2D: A Review of the Molecular Imprinting of Proteins

From 3D to 2D: A Review of the Molecular Imprinting of Proteins

Construction and Chromatographic Performance of a Novel Triazole Bridged Hybrid Bilayer Cyclodextrin Chiral Stationary Phase

Chiral High Performance Liquid Chromatography of Drug Molecules

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