Pyrene-based prospective biomaterial: In vitro bioimaging, protein binding studies and detection of bilirubin and Fe3

Venkatesan Srinivasan; Mariadoss Asha Jhonsi; Namasivayam Dhenadhayalan; King-Chuen Lin; Devanesan Arul Ananth; Thilagar Sivasudha; Radhakrishnan Narayanaswamy; Arunkumar Kathiravan

doi:10.1016/j.saa.2019.117150

Pyrene-based prospective biomaterial: In vitro bioimaging, protein binding studies and detection of bilirubin and Fe³

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Oct 5:221:117150. doi: 10.1016/j.saa.2019.117150. Epub 2019 May 22.

Authors

Venkatesan Srinivasan¹, Mariadoss Asha Jhonsi², Namasivayam Dhenadhayalan³, King-Chuen Lin³, Devanesan Arul Ananth⁴, Thilagar Sivasudha⁴, Radhakrishnan Narayanaswamy⁵, Arunkumar Kathiravan⁶

Affiliations

¹ Department of Chemistry, B. S. Abdur Rahman Crescent Institute of Science and Technology, Chennai 600 048, Tamil Nadu, India.
² Department of Chemistry, B. S. Abdur Rahman Crescent Institute of Science and Technology, Chennai 600 048, Tamil Nadu, India. Electronic address: jhonsiasha@gmail.com.
³ Department of Chemistry, National Taiwan University and Institute of Atomic and Molecular Sciences, Academia Sinica, Taipei 10617, Taiwan.
⁴ Department of Environmental Biotechnology, Bharathidasan University, Tiruchirappalli, Tamil Nadu 620 024, India.
⁵ Department of Biotechnology, Vel Tech Rangarajan Dr Sagunthala R & D Institute of Science and Technology, Avadi, Chennai 600 062, Tamil Nadu, India.
⁶ Department of Chemistry, Vel Tech Rangarajan Dr Sagunthala R & D Institute of Science and Technology, Avadi, Chennai 600 062, Tamil Nadu, India. Electronic address: akathir23@gmail.com.

PMID: 31176291
DOI: 10.1016/j.saa.2019.117150

Abstract

Herein, we have meticulously derived the nanosized fluorescent aggregates from pyrene Schiff base (PS) in DMSO:water (10:90) ratio. The aggregation property of PS molecule was characterized by SEM and TEM measurements, revealed the aggregated particles are in spherical shape with ~3 nm in size. Moreover, aggregates exhibit a high fluorescence quantum yield (48%) which was effectively used for the in vitro bioimaging of two different cancer cells such as A549 and MCF-7 cells in which it exhibiting excellent biocompatibility. Further, it was estimated the capability of twofold acridine orange/ethidium bromide (AO/EB) staining to identify the apoptotic associated changes in cancer cells. Additionally, the aggregates were successfully demonstrated as a luminescent probe for the perceptive biomolecule detection of bilirubin. On the other hand, the PS molecule was successfully utilized for protein binding and metal ion sensing studies. The interaction of bovine serum albumin (BSA) with PS molecule in DMSO was using fluorescence spectroscopic method and nature of interaction was also confirmed through molecular docking analysis. The PS molecule also acts as an excellent sensor for biologically important Fe³⁺ ion with detection limit of 336 nM. Overall, PS molecule can be a prospective material in biological field both in solution as well as aggregated forms.

Keywords: AIE nanodots; Bilirubin detection; Metal ion sensor; Protein binding.

MeSH terms

A549 Cells
Acridine Orange
Bilirubin / analysis*
Cell Survival / drug effects
Ethidium
Fluorescent Dyes / chemistry*
Fluorescent Dyes / toxicity
Humans
Iron / analysis*
Limit of Detection
MCF-7 Cells
Molecular Docking Simulation
Molecular Imaging / methods
Nanostructures / chemistry
Nanostructures / toxicity
Particle Size
Pyrenes / chemistry*
Schiff Bases / chemistry
Serum Albumin, Bovine / chemistry
Serum Albumin, Bovine / metabolism*
Spectrometry, Fluorescence

Substances

Fluorescent Dyes
Pyrenes
Schiff Bases
Serum Albumin, Bovine
pyrene
Iron
Ethidium
Acridine Orange
Bilirubin