Supramolecular phosphate transfer catalysis by pillar[5]arene

Liz, Daiane G.; Manfredi, Alex M.; Medeiros, Michelle; Montecinos, Rodrigo; Gómez-González, Borja; García‐Río, Luis; Nome, Faruk

doi:10.1039/c5cc10214f

Cited by 45 publications

(30 citation statements)

References 30 publications

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“…The above is best exemplified by PAs functionalized with ammonium groups and differing basically by the size of macrocyclic ring. A six‐membered PA was shown to inhibit hydrolysis, while a five‐membered one to promote it . A similar disparity in catalytic activity was also observed for the homologous PAs decorated with carboxylic groups .…”

Section: Introductionsupporting

confidence: 56%

Supramolecular Catalysis by Carboxylated Pillar[n]arenes

2020

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Pillar[n]arenes constitute the most recognizable macrocyclic compounds discovered recently. So far, research has been focused on their binding properties, while the catalytic properties were poorly explored. Herein we present the study of the binding as well as the catalytic properties of pillar[5]-and pillar [6]arenes functionalized with carboxylic groups in water. We show that electrostatic stabilization is not the main driving force during the binding, however, it is crucial for catalysis. The macrocycles promote the hydrolysis of a wide variety of hydrazones, and their catalytic activity, in essence, is determined by the barrier of the passage of the substrate through the macrocyclic cavity. This opens up new perspectives for these macrocycles that could make a strong competition to traditional supramolecular catalysts such as cyclodextrins or cucurbiturils.

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Section: Introductionsupporting

confidence: 56%

Supramolecular Catalysis by Carboxylated Pillar[n]arenes

2020

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“…Reproduced with permission from Ref. [18].C opyright 2013 AmericanC hemical Society. [18].C opyright 2013 AmericanC hemical Society.…”

Section: Applications For Light-harvesting Systemsmentioning

confidence: 99%

Applications of Pillar[n]arene‐Based Supramolecular Assemblies

2018

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Macrocycles are an important player in supramolecular chemistry. In 2008, a new class of macrocycles, "pillar[n]arenes", were first discovered. Research efforts in the area of pillar[n]arenes have elucidated key properties, such as their shape, reaction mechanism, host-guest properties, and their versatile functionality, which has contributed to the development of pillar[n]arene chemistry and their applications to various fields. This Minireview describes how pillar[n]arene-based supramolecular assemblies can be applied to supramolecular gel formation, reactions, light-harvesting systems, drug-delivery systems, biochemical applications, separation and storage materials, and surface chemistry.

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“…ATP hydrolysis is the primary process to chemically release energy to muscles; ATP is converted to adenosine‐5′‐diphosphate (ADP, 28 ) and an inorganic phosphate, orthophosphate. Recently, cationic water‐soluble pillar[5]arene CP[5]‐1 was used as a supramolecular biomimetic model phosphatase, where the spontaneous hydrolysis of 2,4‐dinitrophenylphosphate ( 25 ) was dramatically promoted in the macrocycle cavity . As shown in Figure , István group reported a fluorescence sensor via the indicator displacement strategy.…”

Section: Molecular Recognition Of Cp[n]smentioning

confidence: 99%

Molecular Recognition of Water‐soluble Pillar[n]arenes Towards Biomolecules and Drugs

Shu

Hou

et al. 2018

Israel Journal of Chemistry

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The exploration of molecular recognition of synthetic macrocycles in aqueous media is significantly important since most biological functions, activities and processes take place in water. Pillar[n]arenes (n = 5-10) have been recognized as a new generation of macrocyclic arenes; much attention has been devoted to their host-guest chemistry. This review summarizes the host-guest properties of water-soluble pillararenes towards biologically significant molecules and drugs. These water-soluble pillararenes are classified into three major classes according to the electric charges of hydrophilic groups at their portals: anionic pillar [n]arenes (AP[n]s), cationic pillar[n]arenes (CP[n]s), and neutral pillar[n]arenes (NP[n]s). The host-guest affinities, binding modes, binding selectivity, stimuli-responsiveness, as well as biomedical applications are comprehensively discussed.

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Supramolecular phosphate transfer catalysis by pillar[5]arene

Cited by 45 publications

References 30 publications

Supramolecular Catalysis by Carboxylated Pillar[n]arenes

Supramolecular Catalysis by Carboxylated Pillar[n]arenes

Applications of Pillar[n]arene‐Based Supramolecular Assemblies

Molecular Recognition of Water‐soluble Pillar[n]arenes Towards Biomolecules and Drugs

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