A Dynamic and Responsive Host in Action: Light-Controlled Molecular Encapsulation

Sean T J Ryan; Jesús Del Barrio; Reynier Suardiaz; Daniel F. Ryan; Edina Rosta; Oren A. Scherman

doi:10.1002/anie.201607693

A Dynamic and Responsive Host in Action: Light-Controlled Molecular Encapsulation

Sean T J Ryan, Jesús Del Barrio, Reynier Suardiaz, Daniel F. Ryan, Edina Rosta, Oren A. Scherman

Chemistry

Research output: Contribution to journal › Article › peer-review

56 Citations (Scopus)

163 Downloads (Pure)

Abstract

The rational design of a flexible molecu- lar box, oAzoBox4+, incoporating both photochromic and supramolecular recognition motifs is described. We exploit the E↔Z photoisomerization properties of azobenzenes to alter the shape of the cavity of the macrocycle upon absorp- tion of light. Imidizolium motifs are utilized as hydrogen bonding donor components, allowing for sequestration of small molecule guests. Upon E→Z photoisomerization of oAzoBox4+ the guest is expelled from the macrocyclic cav- ity.

Original language	English
Journal	ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
DOIs	https://doi.org/10.1002/anie.201607693
Publication status	Published - 28 Oct 2016

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10.1002/anie.201607693

A Dynamic and Responsive Host_RYAN_Accepted 19Sept2016_GREEN AAMAccepted author manuscript, 18 MB

Accurate free energy calculations for biomolecular catalysis of electron transfer
Rosta, E.
EPSRC Engineering and Physical Sciences Research Council
1/01/2016 → 30/09/2017
Project: Research
PHOSPHOENZYMQMMM - Phosphate Processing in Enzymes: Structure, Dynamics and Chemistry
Rosta, E.
EC European Commission
1/04/2014 → 9/11/2016
Project: Research

A Dynamic and Responsive Host in Action: Light-Controlled Molecular Encapsulation - Part 2
Ryan, S. T. J., Del Barrio, J., Ryan, D. F., Scherman, O. A., Suardíaz, R. & Rosta, E., King's College London, 2 Mar 2022
DOI: 10.18742/16553784.v1, https://kcl.figshare.com/articles/dataset/A_Dynamic_and_Responsive_Host_in_Action_Light-Controlled_Molecular_Encapsulation_-_Part_2/16553784/1
Dataset
A Dynamic and Responsive Host in Action Light-Controlled Molecular Encapsulation
Ryan, S. T. J., Del Barrio, J., Ryan, D. F., Scherman, O. A., Suardíaz, R. & Rosta, E., King's College London, 28 Sept 2016
DOI: 10.18742/rdm01-51, https://kcl.figshare.com/articles/dataset/A_Dynamic_and_Responsive_Host_in_Action_Light-Controlled_Molecular_Encapsulation/16473651
Dataset

Cite this

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title = "A Dynamic and Responsive Host in Action: Light-Controlled Molecular Encapsulation",

abstract = "The rational design of a flexible molecu- lar box, oAzoBox4+, incoporating both photochromic and supramolecular recognition motifs is described. We exploit the E↔Z photoisomerization properties of azobenzenes to alter the shape of the cavity of the macrocycle upon absorp- tion of light. Imidizolium motifs are utilized as hydrogen bonding donor components, allowing for sequestration of small molecule guests. Upon E→Z photoisomerization of oAzoBox4+ the guest is expelled from the macrocyclic cav- ity.",

author = "Ryan, {Sean T J} and {Del Barrio}, Jes{\'u}s and Reynier Suardiaz and Ryan, {Daniel F.} and Edina Rosta and Scherman, {Oren A.}",

year = "2016",

month = oct,

day = "28",

doi = "10.1002/anie.201607693",

language = "English",

journal = "ANGEWANDTE CHEMIE-INTERNATIONAL EDITION",

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T1 - A Dynamic and Responsive Host in Action

T2 - Light-Controlled Molecular Encapsulation

AU - Ryan, Sean T J

AU - Del Barrio, Jesús

AU - Suardiaz, Reynier

AU - Ryan, Daniel F.

AU - Rosta, Edina

AU - Scherman, Oren A.

PY - 2016/10/28

Y1 - 2016/10/28

N2 - The rational design of a flexible molecu- lar box, oAzoBox4+, incoporating both photochromic and supramolecular recognition motifs is described. We exploit the E↔Z photoisomerization properties of azobenzenes to alter the shape of the cavity of the macrocycle upon absorp- tion of light. Imidizolium motifs are utilized as hydrogen bonding donor components, allowing for sequestration of small molecule guests. Upon E→Z photoisomerization of oAzoBox4+ the guest is expelled from the macrocyclic cav- ity.

AB - The rational design of a flexible molecu- lar box, oAzoBox4+, incoporating both photochromic and supramolecular recognition motifs is described. We exploit the E↔Z photoisomerization properties of azobenzenes to alter the shape of the cavity of the macrocycle upon absorp- tion of light. Imidizolium motifs are utilized as hydrogen bonding donor components, allowing for sequestration of small molecule guests. Upon E→Z photoisomerization of oAzoBox4+ the guest is expelled from the macrocyclic cav- ity.

U2 - 10.1002/anie.201607693

DO - 10.1002/anie.201607693

M3 - Article

SN - 1433-7851

JO - ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

JF - ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

ER -

A Dynamic and Responsive Host in Action: Light-Controlled Molecular Encapsulation

Abstract

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Projects

Accurate free energy calculations for biomolecular catalysis of electron transfer

PHOSPHOENZYMQMMM - Phosphate Processing in Enzymes: Structure, Dynamics and Chemistry

Datasets

A Dynamic and Responsive Host in Action: Light-Controlled Molecular Encapsulation - Part 2

A Dynamic and Responsive Host in Action Light-Controlled Molecular Encapsulation

Cite this