Noncovalent Isotope Effect for Guest Encapsulation in Self‐Assembled Molecular Capsules

Haino, Takeharu; Fukuta, Katsunori; Iwamoto, Hajime; Iwata, Suehiro

doi:10.1002/chem.200902526

Cited by 39 publications

(26 citation statements)

References 15 publications

(35 reference statements)

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“…[100] Additionally,m olecular aggregation in the solid state can be sensitive to the use of deuterated solvents during the crystallization process. [101] In supramolecular systems,i sotope effects on binding affinities,w ith enhanced stabilities observed for deuterated guests in self-assembled capsules, [102] could be due to the reduced steric interactions arising from the shorter CÀD bonds rather than stronger more attractive CD-p interactions. [103] 2.1.6.…”

Section: Isotope Effects In Non-covalent Interactionsmentioning

confidence: 99%

Deuterium‐ and Tritium‐Labelled Compounds: Applications in the Life Sciences

Atzrodt¹,

Derdau²,

et al. 2018

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Hydrogen isotopes are unique tools for identifying and understanding biological and chemical processes. Hydrogen isotope labelling allows for the traceless and direct incorporation of an additional mass or radioactive tag into an organic molecule with almost no changes in its chemical structure, physical properties, or biological activity. Using deuterium-labelled isotopologues to study the unique mass-spectrometric patterns generated from mixtures of biologically relevant molecules drastically simplifies analysis. Such methods are now providing unprecedented levels of insight in a wide and continuously growing range of applications in the life sciences and beyond. Tritium ( H), in particular, has seen an increase in utilization, especially in pharmaceutical drug discovery. The efforts and costs associated with the synthesis of labelled compounds are more than compensated for by the enhanced molecular sensitivity during analysis and the high reliability of the data obtained. In this Review, advances in the application of hydrogen isotopes in the life sciences are described.

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Section: Isotope Effects In Non-covalent Interactionsmentioning

confidence: 99%

Deuterium‐ and Tritium‐Labelled Compounds: Applications in the Life Sciences

Atzrodt¹,

Derdau²,

et al. 2018

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“…Table 2 Relative binding affinities (KD/KH) of protiated and deuterated guests G1, G2, and G7 to 1Ag at 263 K and the free energy changes (ΔΔG°D-H/kJ mol -1 ). 28…”

Section: Noncovalent Isotope Effects In Molecular Recognitionmentioning

confidence: 99%

Resorcinarene-Based Supramolecular Capsules: Supramolecular Functions and Applications

Sekiya

Harada

Nitta

et al. 2021

Synlett

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A resorcinarene is a synthetic macrocycle comprising four resorcinol molecules covalently linked by methylene bridges. The interannular bridges produce a cavitand, which possesses a bowl-shaped structure. We have developed supramolecular capsules formed through Ag(I) and Cu(I) coordination-driven self-assembly of cavitands possessing 2,2’-bipyridyl arms at the upper rim. The self-assembled capsules accommodate various molecular guests and supramolecular assemblies possessing acetoxy groups. The host-guest chemistry of the molecular capsules is applied to fabricate supramolecular polymers. This account describes the recent developments in supramolecular chemistry of resorcinarene-based coordination capsules and describes the brief history of resorcinarene-based capsules and related capsules.

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“…[101] In supramolekularen Systemen kçnnen Isotopeneffekte Bindungsaffinitäten beeinflussen, und fürd euterierte Gastmoleküle in selbstorganisierten Kapseln wurden hçhere Stabilitäten beobachtet. [102] Die Ursache kçnnte in verringerten sterischen Wechselwirkungen durch die kürzeren C-D-Bindungen liegen, die den stärkeren attraktiven CD-p-Wechselwirkungen entgegenwirken. [103] 2.1.6.…”

Section: Isotopeneffekte Bei Nicht-kovalenten Wechselwirkungenunclassified

Deuterium‐ und tritiummarkierte Verbindungen: Anwendungen in den modernen Biowissenschaften

Atzrodt¹,

Derdau²,

Kerr

et al. 2018

Angewandte Chemie

108

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Wasserstoffisotope sind einzigartige Werkzeuge zur Identifizierung und Erforschung biologischer oder chemischer Vorgänge. Wasserstoffisotopenmarkierungen erlauben den spurlosen und direkten Einbau einer zusätzlichen Masseneinheit oder eines radioaktiven Markers in ein organisches Molekül, und dies praktisch ohne Änderungen der chemischen Struktur, der physikalischen Eigenschaften oder der biologischen Aktivität. Die Verwendung von deuteriummarkierten Isotopologen zur Untersuchung der spezifischen massenspektrometrischen (MS) Muster, die von Gemischen biologisch relevanter Moleküle hervorgerufen werden, ermöglicht eine drastische Vereinfachung der Analyse. Solche Methoden ermöglichen nun tiefe Einblicke in einen großen, kontinuierlich anwachsenden Bereich von Anwendungen in den Biowissenschaften und darüber hinaus. Speziell Tritium (3H) wird zunehmend eingesetzt, insbesondere in der pharmazeutischen Wirkstoffsuche. Aufwand und Kosten der Synthese markierter Verbindungen werden durch die hohe Empfindlichkeit der Analyse und hohe Zuverlässigkeit der erhaltenen Daten mehr als ausgeglichen. In diesem Aufsatz werden Fortschritte bei der Verwendung von Wasserstoffisotopen in den Biowissenschaften beschrieben.

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Noncovalent Isotope Effect for Guest Encapsulation in Self‐Assembled Molecular Capsules

Cited by 39 publications

References 15 publications

Deuterium‐ and Tritium‐Labelled Compounds: Applications in the Life Sciences

Deuterium‐ and Tritium‐Labelled Compounds: Applications in the Life Sciences

Resorcinarene-Based Supramolecular Capsules: Supramolecular Functions and Applications

Deuterium‐ und tritiummarkierte Verbindungen: Anwendungen in den modernen Biowissenschaften

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