A Facile Access to Green Fluorescent Albumin Derivatives

Author:

Saletti Mario1ORCID,Paolino Marco1ORCID,Venditti Jacopo1ORCID,Bonechi Claudia1ORCID,Giuliani Germano1ORCID,Lamponi Stefania1,Tassone Giusy1,Boccia Antonella2,Botta Chiara2ORCID,Blancafort Lluís3ORCID,Poggialini Federica1,Vagaggini Chiara1,Cappelli Andrea1ORCID

Affiliation:

1. Dipartimento di Biotecnologie Chimica e Farmacia (Dipartimento di Eccellenza 2018–2022) Università degli Studi di Siena Via Aldo Moro 2 53100 Siena Italy

2. Istituto di Scienze e Tecnologie Chimiche “G. Natta” - SCITEC (CNR) Via A. Corti 12 20133 Milano Italy

3. Institute of Computational Chemistry and Catalysis and Department of Chemistry University of Girona C/M. A. Capmany 69 17003 Girona Spain

Abstract

AbstractA Morita‐Baylis‐Hillman Adduct (MBHA) derivative bearing a triphenylamine moiety was found to react with human serum albumin (HSA) shifting its emission from the blue to the green‐yellow thus leading to green fluorescent albumin (GFA) derivatives and enlarging the platform of probes for aggregation‐induced fluorescent‐based detection techniques. A possible interaction of MBHA derivative 7 with a lipophilic pocket within the HSA structure was suggested by docking studies. DLS experiments showed that the reaction with HSA induce a conformational change of the protein contributing to the aggregation process of GFA derivatives. The results of investigations on the biological properties suggested that GFA retained the ability of binding drug molecules such as warfarin and diazepam. Finally, cytotoxicity evaluation studies suggested that, although the MBHA derivative 7 at 0.1 μg/mL affected the percentage of cell viability in comparison to the negative control, it cannot be considered cytotoxic, whereas at all the other concentrations≥0.5 μg/mL resulted cytotoxic at different extent.

Funder

Ministero dell'Università e della Ricerca

Università degli Studi di Siena

Publisher

Wiley

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