A platform approach to cleavable macrocycles for the controlled disassembly of mechanically caged molecules
A platform approach to cleavable macrocycles for the controlled disassembly of mechanically caged molecules
Inspired by interlockedoligonucleotides,peptides and knotted proteins, synthetic systems where a macrocycle cages a bioactive species that is “switched on” by breaking the mechanical bond have been reported.However, to date, each example uses a bespoke chemical design. Here we present a platform approach to mechanically caged structures where in a single macrocycle precursor is diversified at a late stage to include a range of trigger units that control ring opening in response to enzymatic, chemical,or photo-chemical stimuli. We also demonstrate that our approach is applicable to other classes of macrocycles suitable for rotaxane and catenane formation
Mechanical Bonds, crown ethers, macrocyles, prodrugs, rotaxanes, mechanical bonds, macrocycles
Saady, Abed
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Malcolm, Georgia K.
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Fitzpatrick, Matthew P.
5721699f-b516-42ab-aa75-cfa857f6b472
Pairault, Noel GM
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Tizzard, Graham J.
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Mohammed, Soran
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Tavassoli, Ali
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Goldup, Stephen M.
aa116879-d8cf-4441-8dcf-f073608f1f77
15 April 2024
Saady, Abed
fcdef21d-2f85-4740-bf09-0cfa775278cf
Malcolm, Georgia K.
152562af-dbe1-49c7-8214-fe873eef5da2
Fitzpatrick, Matthew P.
5721699f-b516-42ab-aa75-cfa857f6b472
Pairault, Noel GM
e0777b58-ccb8-41bf-84e4-7ab4ad203327
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Mohammed, Soran
ba6e34b4-419f-4b3d-b50a-2abdf8ce50c5
Tavassoli, Ali
d561cf8f-2669-46b5-b6e1-2016c85d63b2
Goldup, Stephen M.
aa116879-d8cf-4441-8dcf-f073608f1f77
Saady, Abed, Malcolm, Georgia K., Fitzpatrick, Matthew P., Pairault, Noel GM, Tizzard, Graham J., Mohammed, Soran, Tavassoli, Ali and Goldup, Stephen M.
(2024)
A platform approach to cleavable macrocycles for the controlled disassembly of mechanically caged molecules.
Angewandte Chemie International Edition, 63 (16), [e202400344].
(doi:10.1002/anie.202400344).
Abstract
Inspired by interlockedoligonucleotides,peptides and knotted proteins, synthetic systems where a macrocycle cages a bioactive species that is “switched on” by breaking the mechanical bond have been reported.However, to date, each example uses a bespoke chemical design. Here we present a platform approach to mechanically caged structures where in a single macrocycle precursor is diversified at a late stage to include a range of trigger units that control ring opening in response to enzymatic, chemical,or photo-chemical stimuli. We also demonstrate that our approach is applicable to other classes of macrocycles suitable for rotaxane and catenane formation
Text
Angew Chem Int Ed - 2024 - Saady - A Platform Approach to Cleavable Macrocycles for the Controlled Disassembly of
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Accepted/In Press date: 26 January 2024
e-pub ahead of print date: 6 March 2024
Published date: 15 April 2024
Additional Information:
Publisher Copyright:
© 2024 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.
Keywords:
Mechanical Bonds, crown ethers, macrocyles, prodrugs, rotaxanes, mechanical bonds, macrocycles
Identifiers
Local EPrints ID: 488026
URI: http://eprints.soton.ac.uk/id/eprint/488026
ISSN: 1433-7851
PURE UUID: 6931e9d0-fdc2-45f8-a2c2-abc9f05db393
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Date deposited: 12 Mar 2024 18:08
Last modified: 28 Aug 2024 01:41
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Contributors
Author:
Abed Saady
Author:
Georgia K. Malcolm
Author:
Matthew P. Fitzpatrick
Author:
Soran Mohammed
Author:
Stephen M. Goldup
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