Aminoglycoside antibiotic kanamycin functionalized tetraphenylethylene molecular probe for highly selective detection of bovine serum albumin protein

Sci Rep. 2022 Jul 7;12(1):11526. doi: 10.1038/s41598-022-15890-4.

Abstract

A novel tetraphenylethylene (TPE) functionalized aminoglycoside antibiotic kanamycin (TPE-kana 1) has been successfully synthesized and characterized by means of modern analytical and spectroscopic techniques. The probe TPE-kana 1 showed strong affinity towards bovine serum albumin (BSA) compared to its other biological competitors. The recognition of BSA have been investigated employing UV-Vis absorption and fluorescence emission spectroscopy. The significant color change of TPE-kana 1 with BSA can be observed by necked eye, where the role of AIE-active TPE molecule is handle in both optical and colorimetric changes. The quenching of fluorescence of TPE-kana 1 with BSA was characterized by fluorescence spectroscopy, with 71.16% of quenching efficiency. Moreover, the Stern-Volmer quenching constant was calculated and found to be 2.46 × 107 M-1. Probe TPE-kana 1 showed detection limit of 2.87 nM (nM) towards BSA with binding constant 7.56 × 107 M. A molecular docking study is also performed to investigate the detail interactions between TPE-kana 1 with the sites of BSA via non-covalent i.e., H-bonding, π-cation interactions, π-donor hydrogen bonds and π-π interactions. The lowest binding energy conformation was found at - 10.42 kcal/mol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminoglycosides
  • Anti-Bacterial Agents
  • Binding Sites
  • Kanamycin
  • Molecular Docking Simulation
  • Molecular Probes*
  • Protein Binding
  • Serum Albumin, Bovine* / chemistry
  • Spectrometry, Fluorescence
  • Spectrophotometry, Ultraviolet
  • Stilbenes
  • Thermodynamics

Substances

  • Aminoglycosides
  • Anti-Bacterial Agents
  • Molecular Probes
  • Stilbenes
  • tetraphenylethylene
  • Serum Albumin, Bovine
  • Kanamycin