Mary Angelia Alfred
;
Kamil Lang
;
Kaplan Kirakci
;
Pavel Stuzhin
;
Petr Zimcik
;
Jan Labuta
(National Institute for Materials Science
)
;
Veronika Novakova
Collection
Citation
Description:
(abstract)Subphthalocyanines (SubPcs) and their aza-analogues (SubTPyzPz) are fluorophores with strong orange fluorescence emission, however, their sensing ability towards metal cations remains uncharted. To fill this gap, we have developed an efficient method for introducing aza-crown moieties at the axial position of SubPcs and SubTPyzPzs to investigate the structure-activity relationship for sensing of alkali (Li+, Na+, K+) and alkaline earth metal (Ca2+, Mg2+, Ba2+) cations. SubPcs showed better photostability than SubTPyzPzs and even commonly utilized dye, 6-carboxyfluorescein. Selectivity toward metal cations was driven by the size of an aza-crown, irrespective of the counter anion. The stoichiometry of binding was found to be 1:1 in all cases, and interaction between SubPcs and cations was characterized by corresponding apparent binding constants (Ka). Notably, an unusually strong interaction of all sensoric SubPcs with Ba2+ compared to other studied cations was demonstrated. The role of surrounding environment, i.e. the addition of water or methanol, for sensing cations is shown in detail as well. Selectivity towards K+ over Na+ was demonstrated in aqueous media with SubPcs bearing 1-aza6-crown-18 moiety in Tween 80 micelles. In this case, a 5-fold increase of fluorescence quantum yield was observed upon binding K+ ions. The high brightness, photostability, and sensing activity in aqueous media make SubPcs macrocycles promising fluorophores for metal cation sensing.
Rights:
Keyword: sensing, metal cations, host-guest complex, subphthalocyanine, fluorescence, aqueous media
Date published: 2024-01-04
Publisher: Royal Society of Chemistry (RSC)
Journal:
- Dalton Transactions (ISSN: 14779234) p. 2635-2644
Funding:
- Grantová Agentura České Republiky 21-14919J
- Russian Foundation for Basic Research 20-53-26004
- Univerzita Karlova v Praze SVV 260 666
- Univerzita Karlova v Praze PRIMUS/20/SCI/013
Manuscript type: Publisher's version (Version of record)
MDR DOI:
First published URL: https://doi.org/10.1039/d3dt03839d
Related item:
Other identifier(s):
Contact agent:
Updated at: 2024-08-19 16:30:34 +0900
Published on MDR: 2024-08-19 16:30:34 +0900
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