PUBLICATION

Glycosyl-modified diporphyrins for in vitro and in vivo fluorescence imaging

Authors
Wu, M., Yu, Z.W., Liu, Y., Feng, D.F., Yang, J.J., Yin, X.B., Zhang, T., Chen, D.Y., Liu, T.J., and Feng, X.Z.
ID
ZDB-PUB-130607-10
Date
2013
Source
Chembiochem : a European journal of chemical biology   14(8): 979-986 (Journal)
Registered Authors
Feng, Xi
Keywords
fluorescent probes, glycosylation, imaging agents, porphyrin dimers
MeSH Terms
  • 3T3 Cells
  • Animals
  • Dimerization
  • Fluorescent Dyes/analysis*
  • Fluorescent Dyes/toxicity
  • Glucose/analogs & derivatives*
  • Glucose/toxicity
  • Glycosylation
  • HeLa Cells
  • Humans
  • Lactose/analogs & derivatives*
  • Lactose/toxicity
  • Mice
  • Optical Imaging/methods*
  • Patch-Clamp Techniques
  • Porphyrins/analysis*
  • Porphyrins/toxicity
  • Zebrafish/embryology
PubMed
23649900 Full text @ Chembiochem
Abstract

The application of probes for optical imaging is becoming popular as they have high safety and good biocompatibility. We prepared two kinds of glycosyl-modified diporphyrins, and their potentials as fluorescent probes were tested for the first time. After preparation of the glycosyl-modified porphyrin monomers, Ag-promoted coupling of the monomers was used to obtain glucose-modified porphyrin dimer (GPD) and lactose-modified porphyrin dimer (LPD). The strong interaction between the two porphyrin rings achieves red-shifted emission, and thus circumvents autofluorescence and light-scattering in biological samples. Although the glycosylation improves solubility, it also yielded selective attachment to cell membranes, and to chorions of early developmental-stage zebrafish. Patch-clamp experiments revealed the biocompatibility and low toxicity of GPD and LPD. Moreover, an in vivo imaging experiment provided direct evidence that zebrafish chorion contains sugar-binding proteins. The modification and derivatization make porphyrins potential bioimaging probes for specific optical imaging.

Genes / Markers
Figures
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Antibodies
Orthology
Engineered Foreign Genes
Mapping