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A new family of bis-ureidic receptors for pyrophosphate optical sensing

A new family of bis-ureidic receptors for pyrophosphate optical sensing
A new family of bis-ureidic receptors for pyrophosphate optical sensing
A new family of bis-ureidic receptors (L11–L66) has been synthesised. The binding properties of L11–L66 towards different anions (acetate, benzoate, glutarate, malonate, dihydrogen phosphate, hydrogen pyrophosphate, triphosphate, AMP and ADP) have been studied by means of 1H-NMR, UV-Vis and fluorescence spectroscopies and a remarkable affinity for HPpi3? has been observed in the case L33 (in DMSO-d6 and DMSO-d6–5% H2O) which also acts as a fluorimetric chemosensor, even to the naked eye, for this anion. Theoretical calculations helped us explain the binding properties observed.
1477-0520
2445-2451
Caltagirone, Claudia
9148afed-6af0-4fcd-b30e-daa3d7765dc0
Bazzicalupi, Carla
6b1e1f3f-eaa7-4019-82bb-9d3410215c39
Isaia, Francesco
11f997fe-81a3-4298-bbdc-15e5f2bf18cc
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Lippolis, Vito
d9833a14-4aab-4827-a2ba-be818871dcf5
Montis, Riccardo
11e15e46-6671-4ed0-9457-db82828bcdc7
Murgia, Sergio
51153288-1749-4337-8536-9f5e7d8920a9
Olivari, Martina
1c804576-a704-4fed-be7b-be4841bfc2cd
Picci, Giacomo
c95864bc-877f-4cea-a761-276ea5a10c6a
Caltagirone, Claudia
9148afed-6af0-4fcd-b30e-daa3d7765dc0
Bazzicalupi, Carla
6b1e1f3f-eaa7-4019-82bb-9d3410215c39
Isaia, Francesco
11f997fe-81a3-4298-bbdc-15e5f2bf18cc
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Lippolis, Vito
d9833a14-4aab-4827-a2ba-be818871dcf5
Montis, Riccardo
11e15e46-6671-4ed0-9457-db82828bcdc7
Murgia, Sergio
51153288-1749-4337-8536-9f5e7d8920a9
Olivari, Martina
1c804576-a704-4fed-be7b-be4841bfc2cd
Picci, Giacomo
c95864bc-877f-4cea-a761-276ea5a10c6a

Caltagirone, Claudia, Bazzicalupi, Carla, Isaia, Francesco, Light, Mark E., Lippolis, Vito, Montis, Riccardo, Murgia, Sergio, Olivari, Martina and Picci, Giacomo (2013) A new family of bis-ureidic receptors for pyrophosphate optical sensing. Organic & Biomolecular Chemistry, 11 (15), 2445-2451. (doi:10.1039/c3ob27244c).

Record type: Article

Abstract

A new family of bis-ureidic receptors (L11–L66) has been synthesised. The binding properties of L11–L66 towards different anions (acetate, benzoate, glutarate, malonate, dihydrogen phosphate, hydrogen pyrophosphate, triphosphate, AMP and ADP) have been studied by means of 1H-NMR, UV-Vis and fluorescence spectroscopies and a remarkable affinity for HPpi3? has been observed in the case L33 (in DMSO-d6 and DMSO-d6–5% H2O) which also acts as a fluorimetric chemosensor, even to the naked eye, for this anion. Theoretical calculations helped us explain the binding properties observed.

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More information

Accepted/In Press date: 16 January 2013
e-pub ahead of print date: 16 January 2013
Published date: 21 April 2013

Identifiers

Local EPrints ID: 385740
URI: https://eprints.soton.ac.uk/id/eprint/385740
ISSN: 1477-0520
PURE UUID: 83cc681e-55ee-43fa-bac2-9f2f947045b4
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 21 Jan 2016 15:02
Last modified: 06 Jun 2018 12:54

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