Literature DB >> 33867799

Triptycene Walled Glycoluril Trimer: Synthesis and Recognition Properties.

Sandra Zebaze Ndendjio1, Wenjin Liu1,2, Nicolas Yvanez1,3, Zihui Meng2, Peter Y Zavalij1, Lyle Isaacs1.   

Abstract

We report the synthesis of a new acyclic CB[n]-type host (1) that features a central n class="Chemical">glycoluril trimer capped by triptycene sidewalls. Host 1 has good solubility in water (≈ 3 mM) and does not undergo strong self-association (Ks = 480 M-1). We probed the geometry of the complexes by analyzing the complexation induced changes in the 1H NMR spectra and measured the complexation thermodynamics by isothermal titration calorimetry. The conformation of 1 and its packing in the solid state was revealed by single crystal x-ray diffraction measurements.

Entities:  

Year:  2019        PMID: 33867799      PMCID: PMC8049523          DOI: 10.1039/c9nj05336k

Source DB:  PubMed          Journal:  New J Chem        ISSN: 1144-0546            Impact factor:   3.591


  51 in total

1.  Cucurbit[7]uril Enables Multi-Stimuli-Responsive Release from the Self-Assembled Hydrophobic Phase of a Metal Organic Polyhedron.

Authors:  Soumen K Samanta; Jeffrey Quigley; Brittany Vinciguerra; Volker Briken; Lyle Isaacs
Journal:  J Am Chem Soc       Date:  2017-06-23       Impact factor: 15.419

2.  The cucurbit[n]uril family: prime components for self-sorting systems.

Authors:  Simin Liu; Christian Ruspic; Pritam Mukhopadhyay; Sriparna Chakrabarti; Peter Y Zavalij; Lyle Isaacs
Journal:  J Am Chem Soc       Date:  2005-11-16       Impact factor: 15.419

3.  Overview of the SAMPL6 host-guest binding affinity prediction challenge.

Authors:  Andrea Rizzi; Steven Murkli; John N McNeill; Wei Yao; Matthew Sullivan; Michael K Gilson; Michael W Chiu; Lyle Isaacs; Bruce C Gibb; David L Mobley; John D Chodera
Journal:  J Comput Aided Mol Des       Date:  2018-11-10       Impact factor: 3.686

4.  Acyclic cucurbit[n]uril molecular containers enhance the solubility and bioactivity of poorly soluble pharmaceuticals.

Authors:  Da Ma; Gaya Hettiarachchi; Duc Nguyen; Ben Zhang; James B Wittenberg; Peter Y Zavalij; Volker Briken; Lyle Isaacs
Journal:  Nat Chem       Date:  2012-04-15       Impact factor: 24.427

5.  Acyclic cucurbit[n]uril-type molecular containers: influence of glycoluril oligomer length on their function as solubilizing agents.

Authors:  Laura Gilberg; Ben Zhang; Peter Y Zavalij; Vladimir Sindelar; Lyle Isaacs
Journal:  Org Biomol Chem       Date:  2015-04-07       Impact factor: 3.876

Review 6.  The strategic use of supramolecular pK(a) shifts to enhance the bioavailability of drugs.

Authors:  Indrajit Ghosh; Werner M Nau
Journal:  Adv Drug Deliv Rev       Date:  2012-02-02       Impact factor: 15.470

7.  A Novel Strategy to Reverse General Anesthesia by Scavenging with the Acyclic Cucurbit[n]uril-type Molecular Container Calabadion 2.

Authors:  Daniel Diaz-Gil; Friederike Haerter; Shane Falcinelli; Shweta Ganapati; Gaya K Hettiarachchi; Jeroen C P Simons; Ben Zhang; Stephanie D Grabitz; Ingrid Moreno Duarte; Joseph F Cotten; Katharina Eikermann-Haerter; Hao Deng; Nancy L Chamberlin; Lyle Isaacs; Volker Briken; Matthias Eikermann
Journal:  Anesthesiology       Date:  2016-08       Impact factor: 7.892

8.  Calabadion: A new agent to reverse the effects of benzylisoquinoline and steroidal neuromuscular-blocking agents.

Authors:  Ulrike Hoffmann; Martina Grosse-Sundrup; Katharina Eikermann-Haerter; Sebastina Zaremba; Cenk Ayata; Ben Zhang; Da Ma; Lyle Isaacs; Matthias Eikermann
Journal:  Anesthesiology       Date:  2013-08       Impact factor: 7.892

9.  Stimuli responsive systems constructed using cucurbit[n]uril-type molecular containers.

Authors:  Lyle Isaacs
Journal:  Acc Chem Res       Date:  2014-05-02       Impact factor: 22.384

10.  Supramolecular metal-organic frameworks that display high homogeneous and heterogeneous photocatalytic activity for H2 production.

Authors:  Jia Tian; Zi-Yue Xu; Dan-Wei Zhang; Hui Wang; Song-Hai Xie; Da-Wen Xu; Yuan-Hang Ren; Hao Wang; Yi Liu; Zhan-Ting Li
Journal:  Nat Commun       Date:  2016-05-10       Impact factor: 14.919

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  2 in total

1.  Thermodynamics of Pillararene•Guest Complexation: Blinded Dataset for the SAMPL9 Challenge.

Authors:  Chun-Lin Deng; Ming Cheng; Peter Y Zavalij; Lyle Isaacs
Journal:  New J Chem       Date:  2021-12-13       Impact factor: 3.591

2.  SAMPL7 Host-Guest Challenge Overview: assessing the reliability of polarizable and non-polarizable methods for binding free energy calculations.

Authors:  Martin Amezcua; Léa El Khoury; David L Mobley
Journal:  J Comput Aided Mol Des       Date:  2021-01-04       Impact factor: 3.686

  2 in total

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