1. Fluorescent 6-amino-6-deoxyglycoconjugates for glucose transporter mediated bioimaging.
- Author
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Liu X, Liu S, Liu X, Shi Y, Yang J, Huang Z, Zhao H, and Gao Q
- Subjects
- Carbocyanines chemical synthesis, Fluorescent Dyes chemical synthesis, Fluorescent Dyes pharmacokinetics, Glycoconjugates chemical synthesis, Glycoconjugates pharmacokinetics, HT29 Cells, Humans, Spectrometry, Fluorescence methods, Carbocyanines pharmacokinetics, Glucose Transport Proteins, Facilitative metabolism, Microscopy, Fluorescence methods, Molecular Imaging methods
- Abstract
Two novel fluorescent bioprobes, namely, 6N-Gly-Cy3 and 6N-Gly-Cy5, were designed and synthesized for real-time glucose transport imaging as well as potentially useful tracer for galactokinase metabolism. The structure of the bioprobes was fully characterized by
1 H NMR,13 C NMR, IR, and HRMS. The fluorescence properties, glucose transporter (GLUT) specificity, and the quenching and safety profiles were studied. The cellular uptake of both bioprobes was competitively diminished by d-glucose, 2-deoxy-d-glucose and GLUT specific inhibitor in a dose-dependent manner in human colon cancer cells (HT29). Comparison study results revealed that the 6N-derived bioprobes are more useful for real-time imaging of cell-based glucose uptake than the structurally similar fluorescent tracer 6-NBDG which was not applicable under physiological conditions. The up to 96 h long-lasting quenching property of 6N-Gly-Cy5 in HT29 suggested the potential applcability of the probe for cell labeling in xenograft transplantation as well as in vivo animal imaging studies., (Copyright © 2016 Elsevier Inc. All rights reserved.)- Published
- 2016
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