A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties
A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties
We report the synthesis of a bipyridyl reagent containing a strained alkyne, which significantly restricts its flexibility. Upon strain-promoted alkyne-Azide cycloaddition (SPAAC) with an azide, which does not require a Cu catalyst, the structure becomes significantly more flexible and an increase in fluorescence is observed. Upon addition of Zn(ii), the fluorescence is enhanced further. The reagent has the potential to act as a fluorescent labelling agent with azide-containing substrates, including biological molecules.
36154-36161
Forshaw, Sam
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Knighton, Richard C.
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Reber, Jami
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Parker, Jeremy S.
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Chmel, Nikola P.
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Wills, Martin
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Forshaw, Sam
60fa8c3a-f84d-480b-9516-19135cb4f250
Knighton, Richard C.
5a63128e-0ebd-466a-b327-3aee6e85a76d
Reber, Jami
93324d5b-8021-421f-82ff-e06da1656842
Parker, Jeremy S.
4cf85d74-85ce-4d84-af12-13aaeab8cc0f
Chmel, Nikola P.
e86d9ee1-3525-4aad-a939-0e47bddb731e
Wills, Martin
4529569b-d977-463d-a99f-fccec46e21a0
Forshaw, Sam, Knighton, Richard C., Reber, Jami, Parker, Jeremy S., Chmel, Nikola P. and Wills, Martin
(2019)
A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties.
RSC Advances, 9 (62), .
(doi:10.1039/c9ra06866j).
Abstract
We report the synthesis of a bipyridyl reagent containing a strained alkyne, which significantly restricts its flexibility. Upon strain-promoted alkyne-Azide cycloaddition (SPAAC) with an azide, which does not require a Cu catalyst, the structure becomes significantly more flexible and an increase in fluorescence is observed. Upon addition of Zn(ii), the fluorescence is enhanced further. The reagent has the potential to act as a fluorescent labelling agent with azide-containing substrates, including biological molecules.
Text
c9ra06866j
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Accepted/In Press date: 29 October 2019
e-pub ahead of print date: 6 November 2019
Identifiers
Local EPrints ID: 482031
URI: http://eprints.soton.ac.uk/id/eprint/482031
ISSN: 2046-2069
PURE UUID: cb574681-06f1-4c6d-b9a1-571298a9feeb
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Date deposited: 15 Sep 2023 16:59
Last modified: 18 Mar 2024 04:15
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Author:
Sam Forshaw
Author:
Richard C. Knighton
Author:
Jami Reber
Author:
Jeremy S. Parker
Author:
Nikola P. Chmel
Author:
Martin Wills
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