Chiral Heterocycle-Based Receptors for Enantioselective Recognition

Khose, Vaibhav N.; John, Marina E.; Pandey, Anita D.; Borovkov, Victor; Karnik, Anil V.

doi:10.3390/sym10020034

Cited by 14 publications

(10 citation statements)

References 97 publications

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“…Enantioselective recognition of racemates through supramolecular assemblies has been widely investigated in the last decades in order, for example, to mimic nature or to simplify the purification process [18][19][20][21][22]. Chiral interactions are fundamental in most drugs and often only one enantiomer has pharmacological activity, the other one being not active or even toxic.…”

Section: Enantioselective Recognitionmentioning

confidence: 99%

Chirality at the Nanoparticle Surface: Functionalization and Applications

Zafar

Ragusa

2020

Applied Sciences

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Chiral molecules, such as amino acids and carbohydrates, are the building blocks of nature. As a consequence, most natural supramolecular structures, such as enzymes and receptors, are able to distinguish among different orientations in space of functional groups, and enantiomers of chiral drugs usually have different pharmacokinetic properties and physiological effects. In this regard, the ability to recognize a single enantiomer from a racemic mixture is of paramount importance. Alternatively, the capacity to synthetize preferentially one enantiomer over another through a catalytic process can eliminate (or at least simplify) the subsequent isolation of only one enantiomer. The advent of nanotechnology has led to noteworthy improvements in many fields, from material science to nanomedicine. Similarly, nanoparticles functionalized with chiral molecules have been exploited in several fields. In this review, we report the recent advances of the use of chiral nanoparticles grouped in four major areas, i.e., enantioselective recognition, asymmetric catalysis, biosensing, and biomedicine.

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Section: Enantioselective Recognitionmentioning

confidence: 99%

Chirality at the Nanoparticle Surface: Functionalization and Applications

Zafar

Ragusa

2020

Applied Sciences

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“…It is still virtually impossible to predict the enantio-differentiating properties of a receptor before synthesis and time-consuming and expensive studies are conducted. As a result, there are few works with a fundamental approach to chiral recognition [13]; moreover, the lack of general rules for the selection, both of the solvent and the structure of the tested anions, makes it difficult to reliably compare ligands known from the literature with each other.…”

Section: Introductionmentioning

confidence: 99%

Recognition of Chiral Carboxylates by Synthetic Receptors

Niedbała¹,

Dąbrowa²,

Wasiłek³

et al. 2021

Molecules

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Recognition of anionic species plays a fundamental role in many essential chemical, biological, and environmental processes. Numerous monographs and review papers on molecular recognition of anions by synthetic receptors reflect the continuing and growing interest in this area of supramolecular chemistry. However, despite the enormous progress made over the last 20 years in the design of these molecules, the design of receptors for chiral anions is much less developed. Chiral recognition is one of the most subtle types of selectivity, and it requires very precise spatial organization of the receptor framework. At the same time, this phenomenon commonly occurs in many processes present in nature, often being their fundamental step. For these reasons, research directed toward understanding the chiral anion recognition phenomenon may lead to the identification of structural patterns that enable increasingly efficient receptor design. In this review, we present the recent progress made in the area of synthetic receptors for biologically relevant chiral carboxylates.

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“…Enantiomeric differentiation of chiral primary ammonium salts is of great importance, 1,2 because organic molecules with similar structures are often drug molecules. Many times only one enantiomer of these molecules gives the biologically desired effect, the other one might be responsible for dangerous side effects.…”

Section: Introductionmentioning

confidence: 99%