Fluorescent Fructose Derivatives for Imaging Breast Cancer Cells

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• 作者：Jelena Levi ; Zhen Cheng ; Olivier Gheysens ; Manish Patel ; Carmel T. Chan ; Yingbing Wang ; Mohammad Namavari ; Sanjiv Sam Gambhir
• 刊名：Bioconjugate Chemistry
• 出版年：2007
• 出版时间：May 2007
• 年：2007
• 卷：18
• 期：3
• 页码：628 - 634
• 全文大小：262K
• 年卷期：v.18,no.3(May 2007)
• ISSN：1520-4812

文摘

Breast cancer cells are known to overexpress Glut5, a sugar transporter responsible for the transfer of fructoseacross the cell membrane. Since Glut5 transporter is not significantly expressed in normal breast cells, fructoseuptake can potentially be used to differentiate between normal and cancerous cells. Fructose was labeled withtwo fluorophores at the C-1 position: 7-nitro-1,2,3-benzadiazole (NBD) and Cy5.5. The labeling site was chosenon the basis of the presence and substrate specificity of the key proteins involved in the first steps of fructosemetabolism. Using fluorescence microscopy, the uptake of the probes was studied in three breast cancer celllines: MCF 7, MDA-MB-435, and MDA-MB-231. Both fluorescent fructose derivatives showed a very gooduptake in all tested cell lines. The level of uptake was comparable to that of the corresponding glucose analogs,2-NBDG and Cy5.5-DG. Significant uptake of 1-NBDF derivative was not observed in cells lacking Glut5transporter, while the uptake of the 1-Cy5.5-DF derivative was independent of the presence of a fructose-specifictransporter. While 1-NBDF showed Glut5-specific accumulation, the coupling of a large fluorophore such asCy5.5 likely introduces big structural and electronic changes, leading to a fructose derivative that does not accuratelydescribe the uptake of fructose in cells.