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Fluorescent asymmetric bis-ureas for pyrophosphate recognition in pure water

Fluorescent asymmetric bis-ureas for pyrophosphate recognition in pure water
Fluorescent asymmetric bis-ureas for pyrophosphate recognition in pure water
Three fluorescent asymmetric bis-urea receptors (L1–L3) have been synthesised. The binding properties of L1–L3 towards different anions (fluoride, acetate, hydrogencarbonate, dihydrogen phosphate, and hydrogen pyrophosphate HPpi3?) have been studied by means of 1H-NMR, UV-Vis and fluorescence spectroscopy, single crystal X-ray diffraction, and theoretical calculations. In particular, a remarkable affinity for HPpi3? has been observed in the case L1 (DMSO-d6/0.5% H2O) which also acts as a fluorimetric chemosensor for this anion. Interestingly, when L1 is included in cetyltrimethylammonium (CTAB) micelles, hydrogen pyrophosphate recognition can also be achieved in pure water.
0300-9246
3078-3085
Casula, Arianna
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Bazzicalupi, Carla
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Bettoschi, Alexandre
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Cadoni, Enzo
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Coles, Simon
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Horton, Peter
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Isaia, Francesco
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Lippolis, Vito
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Mapp, Lucy
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Marini, Giada M.
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Montis, Riccardo
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Scorciapino, Mariano Andrea
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Caltagirone, Claudia
9148afed-6af0-4fcd-b30e-daa3d7765dc0
Casula, Arianna
84f03587-7eab-4031-9a55-30ff3cda80d7
Bazzicalupi, Carla
6b1e1f3f-eaa7-4019-82bb-9d3410215c39
Bettoschi, Alexandre
949412ca-945a-413d-86b7-16b93342ba7f
Cadoni, Enzo
7802407f-727e-4bbe-ac8a-47b389fcc3d3
Coles, Simon
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Horton, Peter
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Isaia, Francesco
11f997fe-81a3-4298-bbdc-15e5f2bf18cc
Lippolis, Vito
d9833a14-4aab-4827-a2ba-be818871dcf5
Mapp, Lucy
b90136ce-37b0-464a-8934-d44a8c2d7e48
Marini, Giada M.
d82e1c9c-ea3a-4bc6-9e5b-5bf0e4203957
Montis, Riccardo
11e15e46-6671-4ed0-9457-db82828bcdc7
Scorciapino, Mariano Andrea
995963e8-0e91-4d57-9af0-9ce10e05eac9
Caltagirone, Claudia
9148afed-6af0-4fcd-b30e-daa3d7765dc0

Casula, Arianna, Bazzicalupi, Carla, Bettoschi, Alexandre, Cadoni, Enzo, Coles, Simon, Horton, Peter, Isaia, Francesco, Lippolis, Vito, Mapp, Lucy, Marini, Giada M., Montis, Riccardo, Scorciapino, Mariano Andrea and Caltagirone, Claudia (2016) Fluorescent asymmetric bis-ureas for pyrophosphate recognition in pure water. Dalton Transactions, 45 (7), 3078-3085. (doi:10.1039/C5DT04497A). (In Press)

Record type: Article

Abstract

Three fluorescent asymmetric bis-urea receptors (L1–L3) have been synthesised. The binding properties of L1–L3 towards different anions (fluoride, acetate, hydrogencarbonate, dihydrogen phosphate, and hydrogen pyrophosphate HPpi3?) have been studied by means of 1H-NMR, UV-Vis and fluorescence spectroscopy, single crystal X-ray diffraction, and theoretical calculations. In particular, a remarkable affinity for HPpi3? has been observed in the case L1 (DMSO-d6/0.5% H2O) which also acts as a fluorimetric chemosensor for this anion. Interestingly, when L1 is included in cetyltrimethylammonium (CTAB) micelles, hydrogen pyrophosphate recognition can also be achieved in pure water.

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Accepted/In Press date: 4 January 2016

Identifiers

Local EPrints ID: 393686
URI: http://eprints.soton.ac.uk/id/eprint/393686
ISSN: 0300-9246
PURE UUID: 5e48c42c-d05d-49c5-b64d-d812d2e2e472
ORCID for Simon Coles: ORCID iD orcid.org/0000-0001-8414-9272
ORCID for Peter Horton: ORCID iD orcid.org/0000-0001-8886-2016

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Date deposited: 29 Apr 2016 16:02
Last modified: 17 Dec 2019 01:54

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Contributors

Author: Arianna Casula
Author: Carla Bazzicalupi
Author: Alexandre Bettoschi
Author: Enzo Cadoni
Author: Simon Coles ORCID iD
Author: Peter Horton ORCID iD
Author: Francesco Isaia
Author: Vito Lippolis
Author: Lucy Mapp
Author: Giada M. Marini
Author: Riccardo Montis
Author: Mariano Andrea Scorciapino
Author: Claudia Caltagirone

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