Considerations of chiral recognition relevant to the liquid chromatography separation of enantiomers

Pirkle, William H.; Pochapsky, Thomas C.

doi:10.1021/cr00092a006

Cited by 871 publications

(399 citation statements)

References 32 publications

(33 reference statements)

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“…CSPs consisting of polysaccharide-based phenylcarbamate derivatives have a helical structure with many chiral sites at equal intervals, and can recognize chiral analytes. A well-known mechanism by which chiral recognition occurs is the three-point attachment model 16,17 . In this model, at least three configuration-dependent attractive contact points between the chiral receptor and the chiral substrate are necessary.…”

Section: Resultsmentioning

confidence: 99%

Actual Ratios of Triacylglycerol Positional Isomers and Enantiomers Comprising Saturated Fatty Acids and Highly Unsaturated Fatty Acids in Fishes and Marine Mammals

et al. 2013

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Section: Resultsmentioning

confidence: 99%

Actual Ratios of Triacylglycerol Positional Isomers and Enantiomers Comprising Saturated Fatty Acids and Highly Unsaturated Fatty Acids in Fishes and Marine Mammals

et al. 2013

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“…3(b)) in highperformance liquid chromatography. 27,28 CSP can achieve chiral separation for numerous types of chiral molecules because of a set of stereoselective interactions formed preferentially between the CSP and one of the enantiomers. Because of the structural similarity, the chiral molecular tips enable stereoselective observation analogous to CSP.…”

Section: ·2 Chiral Recognition Of a Single Moleculementioning

confidence: 99%

Molecular Tips for Scanning Tunneling Microscopy: Intermolecular Electron Tunneling for Single-molecule Recognition and Electronics

Nishino

2014

ANAL. SCI.

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This paper reviews the development of molecular tips for scanning tunneling microscopy (STM). Molecular tips offer many advantages: first is their ability to perform chemically selective imaging because of chemical interactions between the sample and the molecular tip, thus improving a major drawback of conventional STM. Rational design of the molecular tip allows sophisticated chemical recognition; e.g., chiral recognition and selective visualization of atomic defects in carbon nanotubes. Another advantage is that they provide a unique method to quantify electron transfer between single molecules. Understanding such electron transfer is mandatory for the realization of molecular electronics.

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“…6(c) in high-performance liquid chromatography (HPLC). 23,24 The CSP tethered to a solid support is able to separate enantiomers of numerous kinds of chiral molecules as a result of a set of stereoselective interactions formed preferentially between the CSP and one of enantiomers. Because of the structural similarity, the chiral molecular tips achieve stereoselective observation analogously to the CSP.…”

Section: Chiral Recognitionmentioning

confidence: 99%

Recognition of Chemical Identity of Organic Adsorbates on Solid Surfaces at the Nanoscale by Molecular STM Tips

Nishino

Umezawa

2010

ANAL. SCI.

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1023 IntroductionRecent interest in functional nanomaterials, such as molecular electronics and miniaturized sensors, increasingly demands atomic-and molecular-resolution analytical tools. Scanning tunneling microscopy (STM) is one of the most suitable techniques for this purpose, because it offers a unique opportunity to directly reveal surface topography as well as electronic structure at the nanoscale. It is, however, often 2010 © The Japan Society for Analytical Chemistry This paper reviews chemically selective imaging at the single-atom/molecule level by molecular STM tips. The molecular tips enable the recognition of a particular chemical species on the basis of chemical interactions with a sample molecule, including hydrogen-bond, metal-coordination, and charge-transfer interactions. The chemical selectivity can be tailored by designing functional groups of the tip molecules. Moreover, the rational design of the molecular tip allows sophisticated chemical recognition. The discrimination of DNA bases and chiral recognition on a single molecule basis are thereby achieved. The molecular tips also revealed rectified electron transmission within an electron donor-acceptor molecular pair. Self-assembled monolayers, carboxylated carbon nanotube, and conducting polymers can be utilized for the preparation of molecular tips. This technique may be coined "intermolecular tunneling microscopy" as its principle goes, and is of general significance for novel molecular imaging of chemical identities at the membrane and solid surfaces.

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Considerations of chiral recognition relevant to the liquid chromatography separation of enantiomers

Cited by 871 publications

References 32 publications

Actual Ratios of Triacylglycerol Positional Isomers and Enantiomers Comprising Saturated Fatty Acids and Highly Unsaturated Fatty Acids in Fishes and Marine Mammals

Actual Ratios of Triacylglycerol Positional Isomers and Enantiomers Comprising Saturated Fatty Acids and Highly Unsaturated Fatty Acids in Fishes and Marine Mammals

Molecular Tips for Scanning Tunneling Microscopy: Intermolecular Electron Tunneling for Single-molecule Recognition and Electronics

Recognition of Chemical Identity of Organic Adsorbates on Solid Surfaces at the Nanoscale by Molecular STM Tips

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