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  1. Article ; Online: Combining Excellent Selectivity with Broad Target Scope: Biosensing with Arrayed Deep Cavitand Hosts.

    Zhong, Wenwan / Hooley, Richard J

    Accounts of chemical research

    2022  Volume 55, Issue 7, Page(s) 1035–1046

    Abstract: Simple macrocyclic water-soluble hosts such as cucurbiturils, cyclophanes, and calixarenes have long been used for biosensing via indicator displacement assays. Using multiple hosts and dyes in an arrayed format allows pattern recognition-based "chemical ...

    Abstract Simple macrocyclic water-soluble hosts such as cucurbiturils, cyclophanes, and calixarenes have long been used for biosensing via indicator displacement assays. Using multiple hosts and dyes in an arrayed format allows pattern recognition-based "chemical nose" sensing, which confers exquisite selectivity, even rivaling the abilities of biological recognition tools such as antibodies. However, a challenge in indicator displacement-based biosensing with macrocyclic hosts is that selectivity and scope are often inversely correlated: strong selectivity for a specific target can limit wide application, and broad scope sensing can suffer from a lack of selectivity between similar targets. This problem can be addressed by using water-soluble, self-folding deep cavitands as hosts. These flexible bowl-shaped receptors can be easily functionalized with different motifs at the upper and lower rim, and the large cavities can bind many different fluorescent dyes, causing either fluorescence enhancement or quenching upon binding.Cavity-based affinity is strongest for NMe
    MeSH term(s) Ethers, Cyclic ; Fluorescent Dyes/chemistry ; G-Quadruplexes ; Resorcinols
    Chemical Substances Ethers, Cyclic ; Fluorescent Dyes ; Resorcinols ; cavitand
    Language English
    Publishing date 2022-03-18
    Publishing country United States
    Document type Journal Article ; Research Support, U.S. Gov't, Non-P.H.S.
    ZDB-ID 1483291-4
    ISSN 1520-4898 ; 0001-4842
    ISSN (online) 1520-4898
    ISSN 0001-4842
    DOI 10.1021/acs.accounts.2c00026
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  2. Article ; Online: Rings and Things: The Magic of Building Self-Assembled Cages and Macrocycles.

    Hooley, Richard J

    Inorganic chemistry

    2018  Volume 57, Issue 7, Page(s) 3497–3499

    Language English
    Publishing date 2018-04-02
    Publishing country United States
    Document type Journal Article
    ZDB-ID 1484438-2
    ISSN 1520-510X ; 0020-1669
    ISSN (online) 1520-510X
    ISSN 0020-1669
    DOI 10.1021/acs.inorgchem.8b00553
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  3. Article: No, Not That Way, the Other Way: Creating Active Sites in Self-Assembled Host Molecules

    Hooley, Richard J.

    Synlett

    2020  Volume 31, Issue 15, Page(s) 1448–1463

    Abstract: This Account describes our efforts over the last decade to synthesize self-assembled metal–ligand cage complexes that display reactive functional groups on their interiors. This journey has taken us down a variety of research avenues, including studying ... ...

    Abstract This Account describes our efforts over the last decade to synthesize self-assembled metal–ligand cage complexes that display reactive functional groups on their interiors. This journey has taken us down a variety of research avenues, including studying the mechanism of reversible self-assembly, analyzing ligand self-sorting properties, post-assembly reactivity, molecular recognition, and binding studies, and finally reactivity and catalysis. Each of these individual topics are discussed here, as are the lessons learned along the way and the future research outlook. These self-assembled hosts are the closest mimics of enzymes to date, as they are capable of size- and shape-selective molecular recognition, substrate activation and turnover, as well as showing less common ‘biomimetic’ properties such as the ability to employ cofactors in reactivity, and alter the prevailing mechanism of the catalyzed reactions. 1

    Introduction 2

    Paddlewheels and Self-Sorting Behavior 3

    First-Row Transition-Metal-Mediated Assembly: Sorting and Stereochemical Control 4

    Post-Assembly Reactivity 5

    Molecular Recognition and Catalysis 6

    Conclusions and Outlook
    Keywords molecular recognition ; enzyme mimicry ; self-assembly ; catalysis ; coordination complexes ; host–guest chemistry
    Language English
    Publishing date 2020-05-28
    Publisher © Georg Thieme Verlag
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2042012-2
    ISSN 1437-2096 ; 0936-5214
    ISSN (online) 1437-2096
    ISSN 0936-5214
    DOI 10.1055/s-0040-1707125
    Database Thieme publisher's database

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  4. Article ; Online: Applications of Synthetic Receptors in Bioanalysis and Drug Transport.

    Chen, Junyi / Hooley, Richard J / Zhong, Wenwan

    Bioconjugate chemistry

    2022  

    Abstract: Synthetic receptors are powerful tools for molecular recognition. They can bind to guests with high selectivity and affinity, and their structures are tunable and diversified. These features, plus the relatively low cost and high simplicity in synthesis ... ...

    Abstract Synthetic receptors are powerful tools for molecular recognition. They can bind to guests with high selectivity and affinity, and their structures are tunable and diversified. These features, plus the relatively low cost and high simplicity in synthesis and modification, support the feasibility of array-based molecular analysis with synthetic receptors for improved selectivity in the recognition of a wide range of targets. More attractively, host-guest interaction is reversible and guest displacement allows biocompatible and gentle release of the host-bound molecules, simplifying the stimulation designs needed to control analyte sensing, enrichment, and transportation. Here, we highlight a few recent advancements in using synthetic receptors for molecular analysis and manipulation, with the focus on macrocyclic receptors and their applications in displacement sensing, separation, imaging, and drug transport.
    Language English
    Publishing date 2022-04-01
    Publishing country United States
    Document type Journal Article ; Review
    ZDB-ID 1024041-x
    ISSN 1520-4812 ; 1043-1802
    ISSN (online) 1520-4812
    ISSN 1043-1802
    DOI 10.1021/acs.bioconjchem.2c00096
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    In stock of ZB MED Cologne/Königswinter

    Zs.A 3400: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

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  5. Article ; Online: Investigation of the effects on proton relaxation times upon encapsulation in a water-soluble synthetic receptor.

    Chaudhary, Krishna N / Brosnahan, Kyra I / Gibson-Elias, Lucas J / Moreno, Jose L / Hickey, Briana L / Hooley, Richard J / Caulkins, Bethany G

    Physical chemistry chemical physics : PCCP

    2024  Volume 26, Issue 13, Page(s) 10183–10190

    Abstract: Sequestration of small molecule guests in the cavity of a water-soluble deep cavitand host has a variety of effects on their NMR properties. The effects of encapsulation on the longitudinal ( ...

    Abstract Sequestration of small molecule guests in the cavity of a water-soluble deep cavitand host has a variety of effects on their NMR properties. The effects of encapsulation on the longitudinal (
    Language English
    Publishing date 2024-03-27
    Publishing country England
    Document type Journal Article
    ZDB-ID 1476244-4
    ISSN 1463-9084 ; 1463-9076
    ISSN (online) 1463-9084
    ISSN 1463-9076
    DOI 10.1039/d3cp06099c
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  6. Article ; Online: Biomimetic catalysis: Taking on the turnover challenge.

    Hooley, Richard J

    Nature chemistry

    2016  Volume 8, Issue 3, Page(s) 202–204

    MeSH term(s) Biomimetic Materials ; Biomimetics ; Catalysis ; Enzymes/chemistry ; Enzymes/metabolism ; Enzymes/ultrastructure
    Chemical Substances Enzymes
    Language English
    Publishing date 2016-03
    Publishing country England
    Document type Journal Article
    ZDB-ID 2464596-5
    ISSN 1755-4349 ; 1755-4330
    ISSN (online) 1755-4349
    ISSN 1755-4330
    DOI 10.1038/nchem.2461
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  7. Article: Selective recognition and discrimination of single isomeric changes in peptide strands with a host : guest sensing array.

    Chen, Junyi / Fasihianifard, Parisa / Raz, Alexie Andrea P / Hickey, Briana L / Moreno, Jose L / Chang, Chia-En A / Hooley, Richard J / Zhong, Wenwan

    Chemical science

    2024  Volume 15, Issue 5, Page(s) 1885–1893

    Abstract: An indirect competitive binding mechanism can be exploited to allow a combination of cationic fluorophores and water-soluble synthetic receptors to selectively recognize and discriminate peptide strands containing a single isomeric residue in the ... ...

    Abstract An indirect competitive binding mechanism can be exploited to allow a combination of cationic fluorophores and water-soluble synthetic receptors to selectively recognize and discriminate peptide strands containing a single isomeric residue in the backbone. Peptide isomerization occurs in long-lived proteins and has been linked with diseases such as Alzheimer's, cataracts and cancer, so isomers are valuable yet underexplored targets for selective recognition. Planar cationic fluorophores can selectively bind hydrophobic, Trp-containing peptide strands in solution, and when paired with receptors that provide a competitive host for the fluorophore, can form a differential sensing array that enables selective discrimination of peptide isomers. Residue variations such as D- and L-Asp, D- and L-isoAsp, D-Ser and D-Glu can all be recognized, simply by their effects on the folded structure of the flexible peptide. Molecular dynamics simulations were applied to determine the most favorable conformation of the peptide : fluorophore conjugate, indicating that favorable π-stacking with internal tryptophan residues in a folded binding pocket enables micromolar binding affinity.
    Language English
    Publishing date 2024-01-02
    Publishing country England
    Document type Journal Article
    ZDB-ID 2559110-1
    ISSN 2041-6539 ; 2041-6520
    ISSN (online) 2041-6539
    ISSN 2041-6520
    DOI 10.1039/d3sc06087j
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  8. Article ; Online: Size- and Shape-Selective Catalysis with a Functionalized Self-Assembled Cage Host.

    Ngai, Courtney / da Camara, Bryce / Woods, Connor Z / Hooley, Richard J

    The Journal of organic chemistry

    2021  Volume 86, Issue 18, Page(s) 12862–12871

    Abstract: A self-assembled ... ...

    Abstract A self-assembled Fe
    MeSH term(s) Carboxylic Acids ; Catalysis ; Organic Chemistry Phenomena
    Chemical Substances Carboxylic Acids
    Language English
    Publishing date 2021-09-07
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.1c01511
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    In stock of ZB MED Cologne/Königswinter

    Zs.A 4473: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

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  9. Article ; Online: Gated, Selective Anion Exchange in Functionalized Self-Assembled Cage Complexes.

    da Camara, Bryce / Ziv, Noa Bar / Carta, Veronica / Mota Orozco, Gabriela A / Wu, Hoi-Ting / Julian, Ryan R / Hooley, Richard J

    Chemistry (Weinheim an der Bergstrasse, Germany)

    2023  Volume 29, Issue 11, Page(s) e202203588

    Abstract: Appending functional groups to the exterior of ... ...

    Abstract Appending functional groups to the exterior of Zn
    Language English
    Publishing date 2023-01-12
    Publishing country Germany
    Document type Journal Article
    ZDB-ID 1478547-X
    ISSN 1521-3765 ; 0947-6539
    ISSN (online) 1521-3765
    ISSN 0947-6539
    DOI 10.1002/chem.202203588
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  10. Article ; Online: Sensing Base Modifications in Non-Canonically Folded DNA with an Optimized Host:Guest Sensing Array.

    Chen, Junyi / Hickey, Briana L / Gao, Ziting / Raz, Alexie Andrea P / Hooley, Richard J / Zhong, Wenwan

    ACS sensors

    2022  Volume 7, Issue 8, Page(s) 2164–2169

    Abstract: An arrayed host:guest fluorescence sensor system can discriminate DNA G-quadruplex structures that differ only in the presence of single oxidation or methylation modification in the guanine base. These small modifications make subtle changes to G4 ... ...

    Abstract An arrayed host:guest fluorescence sensor system can discriminate DNA G-quadruplex structures that differ only in the presence of single oxidation or methylation modification in the guanine base. These small modifications make subtle changes to G4 folding that are often not detectable by CD but induce differential fluorescence responses in the array. The sensing is functional in diluted serum and is capable of distinguishing individual modifications in DNA mixtures, providing a powerful method of detecting folding changes caused by DNA damage.
    MeSH term(s) DNA/chemistry ; Fluorescence ; G-Quadruplexes ; Guanine/chemistry ; Oxidation-Reduction
    Chemical Substances Guanine (5Z93L87A1R) ; DNA (9007-49-2)
    Language English
    Publishing date 2022-08-02
    Publishing country United States
    Document type Journal Article
    ISSN 2379-3694
    ISSN (online) 2379-3694
    DOI 10.1021/acssensors.2c00839
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