scholarly journals Guest-binding behavior of peptide nanocapsules self-assembled from viral peptide fragments

2013 ◽  
Vol 45 (5) ◽  
pp. 529-534 ◽  
Author(s):  
Kazunori Matsuura ◽  
Kenta Watanabe ◽  
Yoshihiro Matsushita ◽  
Nobuo Kimizuka
Keyword(s):  
Peptide Fragments ◽  
Binding Behavior ◽  
Viral Peptide ◽  
Guest Binding ◽  
Self Assembled

scholarly journals Synthesis and Guest-Binding Properties of pH/Reduction Dual-Responsive Cyclophane Dimer

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3097
Author(s):  
Osamu Hayashida ◽  
Yudai Tanaka ◽  
Takaaki Miyazaki
Keyword(s):  
Electrostatic Interaction ◽  
Disulfide Bonds ◽  
Water Soluble ◽  
Guest Molecules ◽  
Binding Behavior ◽  
Dual Responsive ◽  
Guest Binding ◽  
Basic Solutions ◽  
Ph Conditions ◽  
Almost All

A water-soluble cyclophane dimer having two disulfide groups as a reduction-responsive cleavable bond as well as several acidic and basic functional groups as a pH-responsive ionizable group 1 was successfully synthesized. It was found that 1 showed pH-dependent guest-binding behavior. That is, 1 strongly bound an anionic guest, 6-p-toluidinonaphthalene-2-sulfonate (TNS) with binding constant (K/M−1) for 1:1 host-guest complexes of 9.6 × 104 M−1 at pH 3.8, which was larger than those at pH 7.4 and 10.7 (6.0 × 104 and 2.4 × 104 M−1, respectively), indicating a favorable electrostatic interaction between anionic guest and net cationic 1. What is more, release of the entrapped guest molecules by 1 was easily controlled by pH stimulus. Large favorable enthalpies (ΔH) for formation of host-guest complexes were obtained under the pH conditions employed, suggesting that electrostatic interaction between anionic TNS and 1 was the most important driving force for host-guest complexation. Such contributions of ΔH for formation of host-guest complexes decreased along with increased pH values from acidic to basic solutions. Upon addition of dithiothreitol (DTT) as a reducing reagent to an aqueous PBS buffer (pH 7.4) containing 1 and TNS, the fluorescence intensity originating from the bound guest molecules decreased gradually. A treatment of 1 with DTT gave 2, having less guest-binding affinity by the cleavage of disulfide bonds of 1. Consequently, almost all entrapped guest molecules by 1 were released from the host. Moreover, such reduction-responsive cleavage of 1 and release of bound guest molecules was performed more rapidly in aqueous buffer at pH 10.7.

Supramolecular chemistry of helical foldamers at the solid–liquid interface: self-assembled monolayers and anion recognition

2019 ◽  
Vol 55 (58) ◽  
pp. 8426-8429 ◽  
Author(s):  
Catherine Adam ◽  
Lara Faour ◽  
Valérie Bonnin ◽  
Tony Breton ◽  
Eric Levillain ◽  
...  
Keyword(s):  
Supramolecular Chemistry ◽  
Anion Recognition ◽  
Liquid Interface ◽  
Self Assembled Monolayers ◽  
Guest Binding ◽  
Assembled Monolayers ◽  
Self Assembled ◽  
Solid Liquid Interface ◽  
Solid Liquid

Helical foldamers were incorporated in self-assembled monolayers that successfully transduce host–guest binding events.

Self-Assembled Synthetic Viral Capsids from a 24-mer Viral Peptide Fragment

2010 ◽  
Vol 122 (50) ◽  
pp. 9856-9859 ◽  
Author(s):  
Kazunori Matsuura ◽  
Kenta Watanabe ◽  
Tsubasa Matsuzaki ◽  
Kazuo Sakurai ◽  
Nobuo Kimizuka
Keyword(s):  
Peptide Fragment ◽  
Viral Capsids ◽  
Viral Peptide ◽  
Self Assembled

scholarly journals Two-component control of guest binding in a self-assembled cage molecule

2010 ◽  
Vol 46 (27) ◽  
pp. 4932 ◽  
Author(s):  
Puhong Liao ◽  
Brian W. Langloss ◽  
Amber M. Johnson ◽  
Eric R. Knudsen ◽  
Fook S. Tham ◽  
...  
Keyword(s):  
Guest Binding ◽  
Two Component ◽  
Cage Molecule ◽  
Self Assembled

Remote Impacts of Methyl Substituents on the Guest-Binding Ability of Self-Assembled Cages

2014 ◽  
Vol 9 (5) ◽  
pp. 1321-1328 ◽  
Author(s):  
Yu Fang ◽  
Takashi Murase ◽  
Makoto Fujita
Keyword(s):  
Binding Ability ◽  
Guest Binding ◽  
Self Assembled

scholarly journals Nanostructured Luminescent Micelles: Efficient “Functional Materials” for Sensing Nitroaromatic and Nitramine Explosives

Photochem ◽  
2022 ◽  
Vol 2 (1) ◽  
pp. 32-57
Author(s):  
Shashikana Paria ◽  
Prasenjit Maity ◽  
Rafia Siddiqui ◽  
Ranjan Patra ◽  
Shubhra Bikash Maity ◽  
...  
Keyword(s):  
Drug Delivery ◽  
State Of The Art ◽  
Functional Materials ◽  
Review Article ◽  
Molecular Scaffolds ◽  
Protein Sensing ◽  
Luminescent Probes ◽  
Guest Binding ◽  
Fluorogenic Probes ◽  
Self Assembled

Luminescent micelles are extensively studied molecular scaffolds used in applied supramolecular chemistry. These are particularly important due to their uniquely organized supramolecular structure and chemically responsive physical and optical features. Various luminescent tags can be incorporated with these amphiphilic micelles to create efficient luminescent probes that can be utilized as “chemical noses” (sensors) for toxic and hazardous materials, bioimaging, drug delivery and transport, etc. Due to their amphiphilic nature and well-defined reorganized self-assembled geometry, these nano-constructs are desirable candidates for size and shape complementary guest binding or sensing a specific analyte. A large number of articles describing micellar fluorogenic probes are reported, which are used for cation/anion sensing, amino acid and protein sensing, drug delivery, and chemo-sensing. However, this particular review article critically summarizes the sensing application of nitroaromatic (e.g., trinitrotoluene (TNT), trinitrobenzene (TNB), trinitrophenol (TNP), dinitrobenzene (DNB), etc.) and nitramine explosives (e.g., 1,3,5-trinitro-1,3,5-triazinane, trivially named as “research department explosive” (RDX), 1,3,5,7-tetranitro-1,3,5,7-tetrazocane, commonly known as “high melting explosive” (HMX) etc.). A deeper understanding on these self-assembled luminescent “functional materials” and the physicochemical behavior in the presence of explosive analytes might be helpful to design the next generation of smart nanomaterials for forensic applications. This review article will also provide a “state-of-the-art” coverage of research involving micellar–explosive adducts demonstrating the intermolecular charge/electron transfer (CT/ET) process operating within the host–guest systems.

scholarly journals Influence of size, shape, heteroatom content and dispersive contributions on guest binding in a coordination cage

2017 ◽  
Vol 53 (87) ◽  
pp. 11933-11936 ◽  
Author(s):  
Susanne Löffler ◽  
Axel Wuttke ◽  
Bo Zhang ◽  
Julian J. Holstein ◽  
Ricardo A. Mata ◽  
...  
Keyword(s):  
Electronic Structure ◽  
Electronic Structure Calculations ◽  
Guest Molecules ◽  
Guest Binding ◽  
Self Assembled ◽  
Structure Calculations

Encapsulation of neutral guest molecules inside a self-assembled coordination cage was systematically studied using NMR and MS experiments. Electronic structure calculations reveal substantial contributions of dispersive interactions to binding.

Spectrophotometric study of the selective binding behavior of aliphatic oligopeptides by bridged bis(β-cyclodextrin) linked by a 4,4′-diaminodiphenyl disulfide tether

2010 ◽  
Vol 88 (12) ◽  
pp. 1205-1212 ◽  
Author(s):  
Yang Yong-Cun ◽  
Chi Shao-Ming ◽  
Liu Ming-Hua ◽  
Huang Rong ◽  
Wang Yu-Fei ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Fluorescence Enhancement ◽  
Fluorescent Sensor ◽  
Binding Constants ◽  
2D Nmr ◽  
Binding Mode ◽  
Spectrophotometric Study ◽  
2D Nmr Spectroscopy ◽  
Binding Behavior ◽  
Guest Binding

The conformation and binding behavior of 4,4′-diaminodiphenyl disulfide bridged bis(β-cyclodextrin) (1) towards representative aliphatic oligopeptides, i.e., Leu-Gly, Gly-Leu, Glu-Glu, Met-Met, Gly-Gly, Gly-Gly-Gly, and Gly-Pro, were investigated by circular dichroism, fluorescence, and 1H and 2D NMR spectroscopy at 25 °C in phosphate buffer (pH 7.20). The results indicated that 1 acts as an efficient fluorescent sensor and displays remarkable fluorescence enhancement upon addition of optically inert oligopeptides. Owing to the cooperative host–linker–guest binding mode in which the linker and guest are coincluded in the two cyclodextrin cavities, the bis(β-cyclodextrin) 1 gives high binding constants of up to 103–104 (mol/L)–1 for oligopeptides. The bis(β-cyclodextrin) 1 can recognize not only the size and shape of oligopeptides but also the hydrophobicity, giving an exciting residue selectivity of up to 61.3 for the Gly-Leu/Glu-Glu pair. These phenomena are discussed from the viewpoints of multiple recognition and induce-fit interactions between host and guest.

Synthetic Supercontainers Exhibit Distinct Solution versus Solid State Guest-Binding Behavior

2014 ◽  
Vol 136 (20) ◽  
pp. 7480-7491 ◽  
Author(s):  
Feng-Rong Dai ◽  
Uma Sambasivam ◽  
Alex J. Hammerstrom ◽  
Zhenqiang Wang
Keyword(s):  
Solid State ◽  
Solution Versus ◽  
Binding Behavior ◽  
Guest Binding ◽  
Distinct Solution
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