期刊
BIOCONJUGATE CHEMISTRY
卷 22, 期 11, 页码 2227-2236出版社
AMER CHEMICAL SOC
DOI: 10.1021/bc200127t
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资金
- Ministry of Education, Culture, Sports, Science and Technology of Japan [22000006, 20689001, 19890047, 21659024]
- Sankyo Foundation of Life Science
- Research Foundation for Pharmaceutical Sciences
- Inoue Foundation for Science
- Asahi Glass Foundation
- Konica Minolta Science and Technology Foundation
- Grants-in-Aid for Scientific Research [20689001, 09J01438, 22000006, 21659024, 19890047] Funding Source: KAKEN
Gadolinium ion (Gd3+) complexes are commonly used as magnetic resonance imaging (MRI) contrast agents to enhance signals in T-1-weighted MR images. Recently, several methods to achieve cell-permeation of Gd3+ complexes have been reported, but more general and efficient methodology is needed. In this report, we describe a novel method to achieve cell permeation of Gd3+ complexes by using hydrophobic fluorescent dyes as a cell-permeability-enhancing unit. We synthesized Gd3+ complexes conjugated with boron dipyrromethene (BDP-Gd) and Cy7 dye (Cy7-Gd), and showed that these conjugates can be introduced efficiently into cells. To examine the relationship between cell permeability and dye structure, we further synthesized a series of Cy7-Gd derivatives. On the basis of MR imaging, flow cytometry, and ICP-MS analysis of cells loaded with Cy7-Gd derivatives, highly hydrophobic and nonanionic dyes were effective for enhancing cell permeation of Gd3+ complexes. Furthermore, the behavior of these Cy7-Gd derivatives was examined in mice. Thus, conjugation of hydrophobic fluorescent dyes appears to be an effective approach to improve the cell permeability of Gd3+ complexes, and should be applicable for further development of Gd3+-based MRI contrast agents.
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