Modular Assembly of Tunable Fluorescent Chemosensors Selective for Pb2+ and Cu2+ Metal Ions via the Multicomponent Castagnoli-Cushman Reaction

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Modular Assembly of Tunable Fluorescent Chemosensors Selective for Pb²⁺ and Cu²⁺ Metal Ions via the Multicomponent Castagnoli-Cushman Reaction. / Bakulina, Olga ; Rashevskii, Artem ; Dar'in, Dmitry; Halder, Sandipan; Khagar, Prerna; Krasavin, Mikhail.

In: ChemistrySelect, Vol. 4, No. 20, 31.05.2019, p. 6066-6073.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{a4ea82e684274b11ae2fe89458e0ef2f,

title = "Modular Assembly of Tunable Fluorescent Chemosensors Selective for Pb2+ and Cu2+ Metal Ions via the Multicomponent Castagnoli-Cushman Reaction",

abstract = "The multicomponent Castagnoli-Cushman reaction followed by post-condensational modifications allowed for a flexible, modular construction of fluorescent chemosensor compounds. When tested against a panel of fourteen metal ions, one of the eight compounds investigated in this work was found to selectively respond to Cu2+ ions by fluorescence quenching (thus being a “turn-off” chemosensor for this metal). Another compound was found to produce fluorescence increase in response to Pb2+ ions. Interestingly, the sensitivity of this “turn-on” chemosensor to lead(II) ions was unaffected by the presence of a large excess of other metals. Analysis of the structure-sensing property relationships of these sensors allowed developing a general understanding of the factors influencing the chemosensor properties. All of the critical structural factors employed in the chemosensor design were found to be important for the metal sensing and selectivity. These findings will allow designing next-generation chemosensors based on the same modular construction approach in the future.",

keywords = "Acyl hydrazine, Castagnoli-Cushman reaction, dansyl group, fluorescent sensor, hydroxamic acid, LIGANDS, PRODUCT SPACE, SYSTEMS, DIVERSITY, SENSORS",

author = "Olga Bakulina and Artem Rashevskii and Dmitry Dar'in and Sandipan Halder and Prerna Khagar and Mikhail Krasavin",

year = "2019",

month = may,

day = "31",

doi = "10.1002/slct.201901402",

language = "English",

volume = "4",

pages = "6066--6073",

journal = "ChemistrySelect",

issn = "2365-6549",

publisher = "Wiley-Blackwell",

number = "20",

}

RIS

TY - JOUR

T1 - Modular Assembly of Tunable Fluorescent Chemosensors Selective for Pb2+ and Cu2+ Metal Ions via the Multicomponent Castagnoli-Cushman Reaction

AU - Bakulina, Olga

AU - Rashevskii, Artem

AU - Dar'in, Dmitry

AU - Halder, Sandipan

AU - Khagar, Prerna

AU - Krasavin, Mikhail

PY - 2019/5/31

Y1 - 2019/5/31

N2 - The multicomponent Castagnoli-Cushman reaction followed by post-condensational modifications allowed for a flexible, modular construction of fluorescent chemosensor compounds. When tested against a panel of fourteen metal ions, one of the eight compounds investigated in this work was found to selectively respond to Cu2+ ions by fluorescence quenching (thus being a “turn-off” chemosensor for this metal). Another compound was found to produce fluorescence increase in response to Pb2+ ions. Interestingly, the sensitivity of this “turn-on” chemosensor to lead(II) ions was unaffected by the presence of a large excess of other metals. Analysis of the structure-sensing property relationships of these sensors allowed developing a general understanding of the factors influencing the chemosensor properties. All of the critical structural factors employed in the chemosensor design were found to be important for the metal sensing and selectivity. These findings will allow designing next-generation chemosensors based on the same modular construction approach in the future.

AB - The multicomponent Castagnoli-Cushman reaction followed by post-condensational modifications allowed for a flexible, modular construction of fluorescent chemosensor compounds. When tested against a panel of fourteen metal ions, one of the eight compounds investigated in this work was found to selectively respond to Cu2+ ions by fluorescence quenching (thus being a “turn-off” chemosensor for this metal). Another compound was found to produce fluorescence increase in response to Pb2+ ions. Interestingly, the sensitivity of this “turn-on” chemosensor to lead(II) ions was unaffected by the presence of a large excess of other metals. Analysis of the structure-sensing property relationships of these sensors allowed developing a general understanding of the factors influencing the chemosensor properties. All of the critical structural factors employed in the chemosensor design were found to be important for the metal sensing and selectivity. These findings will allow designing next-generation chemosensors based on the same modular construction approach in the future.

KW - Acyl hydrazine

KW - Castagnoli-Cushman reaction

KW - dansyl group

KW - fluorescent sensor

KW - hydroxamic acid

KW - LIGANDS

KW - PRODUCT SPACE

KW - SYSTEMS

KW - DIVERSITY

KW - SENSORS

UR - http://www.scopus.com/inward/record.url?scp=85066505362&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/modular-assembly-tunable-fluorescent-chemosensors-selective-pb2-cu2-metal-ions-via-multicomponent-ca

U2 - 10.1002/slct.201901402

DO - 10.1002/slct.201901402

M3 - Article

AN - SCOPUS:85066505362

VL - 4

SP - 6066

EP - 6073

JO - ChemistrySelect

JF - ChemistrySelect

SN - 2365-6549

IS - 20

ER -

ID: 46259338