Molecular recognition of aliphatic amines by luminescent Zn-porphyrins

Oriol Penon; Artur Jorge Carneiro Moro; Davide Santucci; David B. Amabilino; J. C. Lima; Lluisa Perez-Garcia; Laura Rodriguez

doi:10.1016/j.ica.2013.12.028

Molecular recognition of aliphatic amines by luminescent Zn-porphyrins

Oriol Penon, Artur Jorge Carneiro Moro, Davide Santucci, David B. Amabilino, J. C. Lima, Lluisa Perez-Garcia, Laura Rodriguez

Research output: Contribution to journal › Article

5 Citations (Scopus)

Abstract

Two new porphyrins and their zinc(II) complexes have been synthesized, their photophysical properties studied, and their use in the molecular recognition of amines has been analyzed. The luminescence properties of both series of compounds show a decrease on the luminescence quantum yield of the Zn-derivatives with respect to their corresponding free base porphyrins. Attempts to probe the ability of the compounds to recognise certain biologically relevant drugs revealed that dimethylformamide (DMF) is capable of binding the zinc(II) porphyins. This fact led us to perform sensing experiments of different aliphatic amines, the highest calculated association constant for methyl-and trimethylamine. These properties confirm the sensitivity of porphyrins to the binding of closely related analytes.

Original language	English
Pages (from-to)	222-229
Number of pages	8
Journal	Inorganica Chimica Acta
Volume	417
DOIs	https://doi.org/10.1016/j.ica.2013.12.028
Publication status	Published - 1 Jun 2014

Keywords

Luminescence
Molecular recognition
Zn-porphyrins

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Penon, O., Moro, A. J. C., Santucci, D., Amabilino, D. B., Lima, J. C., Perez-Garcia, L., & Rodriguez, L. (2014). Molecular recognition of aliphatic amines by luminescent Zn-porphyrins. Inorganica Chimica Acta, 417, 222-229. https://doi.org/10.1016/j.ica.2013.12.028

@article{38fc0e8802da4f8db172912be65c5c39,

title = "Molecular recognition of aliphatic amines by luminescent Zn-porphyrins",

abstract = "Two new porphyrins and their zinc(II) complexes have been synthesized, their photophysical properties studied, and their use in the molecular recognition of amines has been analyzed. The luminescence properties of both series of compounds show a decrease on the luminescence quantum yield of the Zn-derivatives with respect to their corresponding free base porphyrins. Attempts to probe the ability of the compounds to recognise certain biologically relevant drugs revealed that dimethylformamide (DMF) is capable of binding the zinc(II) porphyins. This fact led us to perform sensing experiments of different aliphatic amines, the highest calculated association constant for methyl-and trimethylamine. These properties confirm the sensitivity of porphyrins to the binding of closely related analytes.",

keywords = "Luminescence, Molecular recognition, Zn-porphyrins",

author = "Oriol Penon and Moro, {Artur Jorge Carneiro} and Davide Santucci and Amabilino, {David B.} and Lima, {J. C.} and Lluisa Perez-Garcia and Laura Rodriguez",

note = "This work by supported by Ministerio de Ciencia e Innovaci{\'o}n (MICINN) (projects TEC2011-29140 and CTQ2012-31335), the Generalitat de Catalunya (2009SGR158) and Funda{\c c}{\~a}o para a Ci{\^e}ncia e Tecnologia of Portugal (PTDC/QUI-QUI/112597/2009; PEst-C/EQB/LA0006/2011). O.P. thanks the MICINN for a predoctoral grant, A.M. thanks to FCT for the post-doctoral grant (SFRH/BPD/69210/2010), and D.S. thanks the Leonardo da Vinci programme. The support and sponsorship provided by COST Action CM1005 is also acknowledged. ",

year = "2014",

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doi = "10.1016/j.ica.2013.12.028",

language = "English",

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pages = "222--229",

journal = "Inorganica Chimica Acta",

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T1 - Molecular recognition of aliphatic amines by luminescent Zn-porphyrins

AU - Penon, Oriol

AU - Moro, Artur Jorge Carneiro

AU - Santucci, Davide

AU - Amabilino, David B.

AU - Lima, J. C.

AU - Perez-Garcia, Lluisa

AU - Rodriguez, Laura

N1 - This work by supported by Ministerio de Ciencia e Innovación (MICINN) (projects TEC2011-29140 and CTQ2012-31335), the Generalitat de Catalunya (2009SGR158) and Fundação para a Ciência e Tecnologia of Portugal (PTDC/QUI-QUI/112597/2009; PEst-C/EQB/LA0006/2011). O.P. thanks the MICINN for a predoctoral grant, A.M. thanks to FCT for the post-doctoral grant (SFRH/BPD/69210/2010), and D.S. thanks the Leonardo da Vinci programme. The support and sponsorship provided by COST Action CM1005 is also acknowledged.

PY - 2014/6/1

Y1 - 2014/6/1

N2 - Two new porphyrins and their zinc(II) complexes have been synthesized, their photophysical properties studied, and their use in the molecular recognition of amines has been analyzed. The luminescence properties of both series of compounds show a decrease on the luminescence quantum yield of the Zn-derivatives with respect to their corresponding free base porphyrins. Attempts to probe the ability of the compounds to recognise certain biologically relevant drugs revealed that dimethylformamide (DMF) is capable of binding the zinc(II) porphyins. This fact led us to perform sensing experiments of different aliphatic amines, the highest calculated association constant for methyl-and trimethylamine. These properties confirm the sensitivity of porphyrins to the binding of closely related analytes.

AB - Two new porphyrins and their zinc(II) complexes have been synthesized, their photophysical properties studied, and their use in the molecular recognition of amines has been analyzed. The luminescence properties of both series of compounds show a decrease on the luminescence quantum yield of the Zn-derivatives with respect to their corresponding free base porphyrins. Attempts to probe the ability of the compounds to recognise certain biologically relevant drugs revealed that dimethylformamide (DMF) is capable of binding the zinc(II) porphyins. This fact led us to perform sensing experiments of different aliphatic amines, the highest calculated association constant for methyl-and trimethylamine. These properties confirm the sensitivity of porphyrins to the binding of closely related analytes.

KW - Luminescence

KW - Molecular recognition

KW - Zn-porphyrins

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U2 - 10.1016/j.ica.2013.12.028

DO - 10.1016/j.ica.2013.12.028

M3 - Article

VL - 417

SP - 222

EP - 229

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

SN - 0020-1693

ER -