Carbon dots-inspired fluorescent cyclodextrins : competitive supramolecular "off-on" (bio)sensors

Chromophore-appended cyclodextrins combine the supramolecular loading capabilities of cyclodextrins (CDs) with the optical properties of the affixed chromophores. Among fluorescent materials, carbon dots (CNDs) are attractive and the feasibility of CND-appended CDs as sensors has been demonstrated by different authors. However, CNDs are intrinsically heterogeneous materials and their ulterior functionalization yields hybrid composites that are not well defined in terms of structure and composition. Inspired by the fluorescence properties of 5-oxo-1,2,3,5-tetrahydroimidazo[1,2-a]pyridine-7-carboxylic acid (IPCA), the most paradigmatic of the molecular fluorophores detected in CNDs, herein we report two highly efficient synthetic chemical strategies for the preparation of IPCA-appended CDs that behave as CND-based CD "turn off-on" biosensors suitable for the analysis of cholesterol and β-galactosidase activity. We have deconstructed the CND-CD systems to demonstrate that (i) the role of CNDs is limited to acting as a support for the molecular fluorophores produced during their synthesis and (ii) the molecular fluorophores suffice for the determination of the enzymatic activity based on the quenching by p-nitrophenol as a sacrificial quencher.

Medienart:

E-Artikel

Erscheinungsjahr:

2020

Erschienen:

2020

Enthalten in:

Zur Gesamtaufnahme - volume:12

Enthalten in:

Nanoscale - 12(2020), 16 vom: 30. Apr., Seite 9178-9185

Sprache:

Englisch

Beteiligte Personen:

De Los Reyes-Berbel, Eduardo [VerfasserIn]
Ortiz-Gomez, Inmaculada [VerfasserIn]
Ortega-Muñoz, Mariano [VerfasserIn]
Salinas-Castillo, Alfonso [VerfasserIn]
Capitan-Vallvey, Luis Fermin [VerfasserIn]
Hernandez-Mateo, Fernando [VerfasserIn]
Lopez-Jaramillo, Francisco Javier [VerfasserIn]
Santoyo-Gonzalez, Francisco [VerfasserIn]

Links:

Volltext

Themen:

4-nitrophenol
7440-44-0
97C5T2UQ7J
Beta-Galactosidase
Carbon
Cholesterol
Cyclodextrins
EC 3.2.1.23
Fluorescent Dyes
Journal Article
Nitrophenols
Y92ZL45L4R

Anmerkungen:

Date Completed 08.02.2021

Date Revised 08.02.2021

published: Print

Citation Status MEDLINE

doi:

10.1039/d0nr01004a

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM308827856