Supramolecular nanofiber of pyrene-lactose conjugates and its two-photon fluorescence imaging

Bioorg Chem. 2018 Sep:79:126-130. doi: 10.1016/j.bioorg.2018.04.013. Epub 2018 Apr 23.

Abstract

A lactose modified pyrene derivative (Py-Lac) was synthesized, with which novel twisted supramolecular nanofibers in diameter about 20 nm were constructed by self-assembly. The nanofibers showed solid-state fluorescence between 400 nm and 650 nm with the maximum emission at 495 nm. Furthermore, its recognition reaction with PNA lectin was investigated by fluorescence spectra and turbidity assays. It is interesting found that the supramolecular assembly as multivalent glycocluster exhibited unique and selectively binding interactions with PNA lectin with the binding constant of 5.74 × 106 M-1. Moreover, compound Py-Lac showed two-photon fluorescence imaging with Hep G2 cells.

Keywords: Carbohydrate-lectin interactions; Nanofiber; Pyrene; Supramolecular assembly; Two-photon imaging.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Arachis / chemistry
  • Fluorescence
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / radiation effects
  • Hep G2 Cells
  • Humans
  • Lactose / analogs & derivatives*
  • Lactose / chemical synthesis
  • Lactose / radiation effects
  • Light
  • Macromolecular Substances / chemical synthesis
  • Macromolecular Substances / chemistry*
  • Macromolecular Substances / radiation effects
  • Microscopy, Fluorescence / methods
  • Nanofibers / chemistry*
  • Nanofibers / radiation effects
  • Peanut Agglutinin / chemistry
  • Pyrenes / chemical synthesis
  • Pyrenes / chemistry*
  • Pyrenes / radiation effects

Substances

  • Fluorescent Dyes
  • Macromolecular Substances
  • Peanut Agglutinin
  • Pyrenes
  • Lactose