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Concentration-Guided Visual Detection of Multiphase Aliphatic Biogenic Amines through Amine-Phenol Recognition Using a Dual-State Emitter.
Prusti, Banchhanidhi; Tripathi, Shivani; Jain, Akshita; Chakravarty, Manab.
Afiliación
  • Prusti B; Department of Chemistry, Birla Institute of Technology and Science-Pilani, Hyderabad Campus, Hyderabad 500078, India.
  • Tripathi S; Department of Chemistry, Birla Institute of Technology and Science-Pilani, Hyderabad Campus, Hyderabad 500078, India.
  • Jain A; Department of Chemistry, Birla Institute of Technology and Science-Pilani, Hyderabad Campus, Hyderabad 500078, India.
  • Chakravarty M; Department of Chemistry, Birla Institute of Technology and Science-Pilani, Hyderabad Campus, Hyderabad 500078, India.
ACS Appl Mater Interfaces ; 15(13): 16492-16504, 2023 Apr 05.
Article en En | MEDLINE | ID: mdl-36944182
Intermolecular amine-phenol interactions are largely recognized as unique models with diverse supramolecular interactions. However, fluorescence (FL) variations originating from such interactions are rare. Herein, FL changes are well realized from amine-phenol interactions to identify an important biomarker, biogenic amines (BAs). A simple, inexpensive, and thermally stable anthracenylphosphonate is linked with 2,2'-biphenol to design a functional dual-state emitter. Among the various amines tested, this emitter displays superior sensitivity with the lowest possible limit of detection as 5.8-9.7 ppb with aliphatic polyamines such as 1,3-, 1,4-, 1,5-, and 1,6- diamines and spermidine in the solution phase. Fast, on-spot detection of the BA vapors was visually conducted through a notable high-contrast change from blue to yellow emission in the solid state. FT-IR, 1H/31P NMR, and mass spectroscopic studies identify the ground-state amine-phenol interactions. The failure in BA detection with the 2,2'-dimethoxy-biphenyl-linked analog verifies the role of amine-phenol interactions. Mechanistic studies determine amine-phenol interactions in the ground and excited states. The molecular structure and packing of the doubly twisted probe are documented with a substantial void space facilitating close contact of the BAs with the strong amine-phenol interactions desired for efficient detection. Finally, this probe governs the freshness of a piece of Catla catla fish and prawn. Further, a remarkable concentration-controlled diverse emission with a red shift difference of 141 nm is detected with 1,3-diaminopropane (1,3-DAP) vapor (from 29 to 319 mg/L) for the first time. Thus, a cost-effective device is developed to detect 1,3-DAP at a precise concentration, visible through the naked eye.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Tipo de estudio: Diagnostic_studies Idioma: En Revista: ACS Appl Mater Interfaces Asunto de la revista: BIOTECNOLOGIA / ENGENHARIA BIOMEDICA Año: 2023 Tipo del documento: Article País de afiliación: India Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Tipo de estudio: Diagnostic_studies Idioma: En Revista: ACS Appl Mater Interfaces Asunto de la revista: BIOTECNOLOGIA / ENGENHARIA BIOMEDICA Año: 2023 Tipo del documento: Article País de afiliación: India Pais de publicación: Estados Unidos