Article
Biochemistry & Molecular Biology
Jessica R. Kramer, Zachary S. Clauss, Rolande Meudom, Bo Su, Michael A. VandenBerg, Simranpreet S. Saini, Matthew J. Webber, Danny Hung-Chieh Chou
Summary: Protein aggregation is a challenge for the development of biopharmaceuticals, but this study demonstrates the potential of zwitterionic polypeptides conjugated to a supramolecular macrocycle in inhibiting aggregation of protein therapeutics.
Article
Chemistry, Physical
Kennedy S. Chen, Lin Qi, Jia Chen, Ruibing Wang, Hua-Zhong Yu
Summary: In this study, alkyne-functionalized CB[7] was successfully immobilized on gold surfaces. The resulting CB[7]-functionalized SAMs showed high stability and uniformity. The study revealed that surface-bound CB[7] exhibits strong host-guest binding towards both cationic and neutral ferrocene derivatives, as well as comparable binding stability towards anionic ferrocene derivatives.
JOURNAL OF PHYSICAL CHEMISTRY C
(2022)
Article
Chemistry, Organic
Khaleel Assaf
Summary: The supramolecular complexation of doxepin with cucurbit[7]uril was investigated in aqueous solution, and a host-guest complex was formed. The partial encapsulation of doxepin led to the development of a supramolecular assembly at low concentration.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Physical
Valya Nikolova, Anita Velinova, Stefan Dobrev, Nikoleta Kircheva, Silvia Angelova, Todor Dudev
Summary: The interactions between neutral/protonated mitoxantrone and cucurbit[n]uril (n = 7, 8) host systems were analyzed using density functional theory calculations. It was found that stable inclusion complexes can form between doubly and quadruply charged mitoxantrone molecules and CB[7] or CB[8] in a water solvent. Both CB[7] and CB[8] show properties that are useful for drug delivery.
JOURNAL OF PHYSICAL CHEMISTRY A
(2021)
Article
Chemistry, Physical
Zsombor Miskolczy, Monika Megyesi, Laszlo Biczok
Summary: The inclusion of chelerythrine and nitidine alkaloids in cucur-bit[7]uril (CB7) was investigated, revealing fundamentally different kinetic and thermodynamic characteristics. Nitidine encapsulation in CB7 was kinetically stabilized, while chelerythrine-CB7 complex formation had a lower energy barrier and a larger enthalpy gain.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Chemistry, Multidisciplinary
Zhimin Yang, Richard A. Stein, Maren Pink, Peter Madzelan, Thacien Ngendahimana, Suchada Rajca, Mark A. Wilson, Sandra S. Eaton, Gareth R. Eaton, Hassane S. Mchaourab, Andrzej Rajca
Summary: We report complex formation between the chloroacetamide 2,6-diazaadamantane nitroxide radical (ClA-DZD) and cucurbit[7]uril (CB-7), which significantly immobilizes the radical and allows for reliable measurement of interspin distances. These findings have important implications for supramolecular recognition-enabled long-distance DEER measurements at near physiological temperatures.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Martin Dracinsky, Carina Santos Hurtado, Eric Masson, Jiri Kaleta
Summary: Solvent-free mechanochemical synthesis was used to prepare inclusion complexes with cucurbit[7]uril and four model guest molecules. Confirmation of successful formation of individual inclusions was independently confirmed by solid-state NMR techniques and differential scanning calorimetry. Mechanochemical synthesis is an alternative route towards new types of cucurbit[n]uril-guest inclusion complexes.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Physical
Adam Buczkowski
Summary: In solutions with pH <5, cucurbit[7]uril can spontaneously encapsulate the anticancer drug gemcitabine to form a supramolecular complex. The binding of gemcitabine by Q[7] is facilitated by acidification, but hindered by the association of sodium cations with Q[7] portals. Despite this hindering effect, gemcitabine can still be efficiently bound by cucurbit[7]uril in certain concentration ranges.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Chemistry, Physical
Qin Wang, Jun-Zhuo Guo, Dan Luo, Ming-Fu Ye, Rui-Lian Lin, Wen-Qi Sun, Jing-Xin Liu
Summary: In the investigation of photochromic materials based on supramolecular host-guest systems, a unique viologen derivative without oxygen atoms was designed and synthesized, showing interesting fluorescence emission and reversible photochromism in the obtained supramolecular host-guest complex. Experimental data suggest the photochromic process is from electron transfer between the host and guest.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2022)
Article
Chemistry, Multidisciplinary
Yue Wang, Rong-Zu Liang, Tian-Zhi Jia, Xue-Li Cao, Qian Wang, Jing-Rong Cao, Shuo Li, Qixun Shi, Lyle Isaacs, Shi-Peng Sun
Summary: This study utilizes the host-guest recognition properties of CB[7] to protect viologen derivatives and assemble them into a smart nanofiltration membrane. The resulting membrane shows improved rejection performance, recovery accuracy, and anti-fouling properties.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Physical
Hugues Lambert, Alvaro Castillo Bonillo, Qiang Zhu, Yong-Wei Zhang, Tung-Chun Lee
Summary: This study computationally explores the modulation of the release kinetics of a guest molecule from the CB7 cavity by ligands binding to the host portal. A correlation between ligand-binding affinity with CB7 and guest residence time is uncovered, allowing for rapid prediction of release kinetics. The study also designs cap-shaped ligand molecules with large binding affinities to significantly boost guest residence times. Notably, halogenated aromatic compounds emerge as top-ranking ligands, and their binding to CB7 is supported by experimental evidence.
NPJ COMPUTATIONAL MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Dan Luo, Long-Yu Guang, Rong-Guang Lin, Ning-Ning Zhang, Mei-Chen Liu, Rui-Lian Lin, Wen-Qi Sun, Jing-Xin Liu
Summary: Encapsulation in cucurbit[7]uril enhances the photochromism and thermochromism of carboxyphenyl viologen, attributed to electron transfer from the host to the guest, as confirmed by ESR experiments and reorientation energy calculation.
Article
Biochemical Research Methods
Valya Nikolova, Stefan Dobrev, Nikoleta Kircheva, Victoria Yordanova, Todor Dudev, Silvia Angelova
Summary: Cucurbiturils are beneficial excipients in eye drop formulations due to their ability to improve drug solubility, absorption, stability, and reduce irritation. Understanding the interactions between the host-guest molecules (CBs and antimuscarinic drugs) can enhance current treatments and develop new therapies for eye conditions. This study focuses on factors such as guest position, drug ionization, medium dielectric constant, and pore size, providing atomic-level insights into the recognition mechanism between CBs and the drugs.
JOURNAL OF MOLECULAR GRAPHICS & MODELLING
(2023)
Article
Chemistry, Multidisciplinary
Miriam Colaco, Patricia Maximo, A. Jorge Parola, Nuno Basilio
Summary: The study focuses on the kinetics of a water-soluble host-guest system based on cucurbit[8]uril and two DTE photoswitches, demonstrating a method to control the binding kinetics in supramolecular systems using external stimuli. By modifying the structure of the DTE guest molecule, it is possible to significantly slow down the formation/dissociation rates of pseudorotaxane structures, leading to the emergence of a competitive metastable product with important impact on the overall binding kinetics. Additionally, the dissociation kinetics of the host-guest system can be controlled by approximately 100-fold by switching between closed and open DTE isomers.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Tianci He, Xianchen Hu, Simin Liu
Summary: An iminium dication 1 was designed as an easily removable guest for CB[7], showing high affinity (K-a > 10(11) M-1) due to optimized ion-dipole interactions and packing coefficient. Under alkaline conditions, 1 in CB[7]center dot 1 is hydrolyzed into 2,6-adamantanedione and pyrrolidine, which can be fully removed by further extraction, enabling the recycling of CB[7] materials.
