Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging
The synthesis and characterization of a novel gadolinium(III) DOTA complex functionalized with a boron-dipyrromethene derivative (BODIPY) is described. The assembly of the complex relies on azide diazotransfer chemistry in a copper tube flow reactor. The azide thus formed is coupled directly with an...
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| Format: | Article |
| Language: | English |
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MDPI AG
2015-11-01
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| Series: | Inorganics |
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| Online Access: | http://www.mdpi.com/2304-6740/3/4/516 |
| _version_ | 1819146399628918784 |
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| author | Matthias Ceulemans Koen Nuyts Wim M. De Borggraeve Tatjana N. Parac-Vogt |
| author_facet | Matthias Ceulemans Koen Nuyts Wim M. De Borggraeve Tatjana N. Parac-Vogt |
| author_sort | Matthias Ceulemans |
| collection | DOAJ |
| description | The synthesis and characterization of a novel gadolinium(III) DOTA complex functionalized with a boron-dipyrromethene derivative (BODIPY) is described. The assembly of the complex relies on azide diazotransfer chemistry in a copper tube flow reactor. The azide thus formed is coupled directly with an alkyne via click chemistry, resulting into a paramagnetic and luminescent gadolinium(III) complex. Luminescent data and relaxometric properties of the complex have been evaluated, suggesting the potential applicability of the complexes as a bimodal contrast agent for magnetic resonance and optical imaging. The complex displays a bright emission at 523 nm with an absorption maximum of 507 nm and high quantum yields of up to 83% in water. The proton relaxivity of the complex measured at 310 K and at frequencies of 20 and 60 MHz had the values of 3.9 and 3.6 s−1·mM−1, respectively. |
| first_indexed | 2024-12-22T13:13:19Z |
| format | Article |
| id | doaj.art-735e9b6d19ba413abf9be45264aef532 |
| institution | Directory Open Access Journal |
| issn | 2304-6740 |
| language | English |
| last_indexed | 2024-12-22T13:13:19Z |
| publishDate | 2015-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Inorganics |
| spelling | doaj.art-735e9b6d19ba413abf9be45264aef5322022-12-21T18:24:42ZengMDPI AGInorganics2304-67402015-11-013451653310.3390/inorganics3040516inorganics3040516Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical ImagingMatthias Ceulemans0Koen Nuyts1Wim M. De Borggraeve2Tatjana N. Parac-Vogt3Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven 3001, BelgiumDepartment of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven 3001, BelgiumDepartment of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven 3001, BelgiumDepartment of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven 3001, BelgiumThe synthesis and characterization of a novel gadolinium(III) DOTA complex functionalized with a boron-dipyrromethene derivative (BODIPY) is described. The assembly of the complex relies on azide diazotransfer chemistry in a copper tube flow reactor. The azide thus formed is coupled directly with an alkyne via click chemistry, resulting into a paramagnetic and luminescent gadolinium(III) complex. Luminescent data and relaxometric properties of the complex have been evaluated, suggesting the potential applicability of the complexes as a bimodal contrast agent for magnetic resonance and optical imaging. The complex displays a bright emission at 523 nm with an absorption maximum of 507 nm and high quantum yields of up to 83% in water. The proton relaxivity of the complex measured at 310 K and at frequencies of 20 and 60 MHz had the values of 3.9 and 3.6 s−1·mM−1, respectively.http://www.mdpi.com/2304-6740/3/4/516Gadolinium(III)BODIPYclick chemistryMRIcontrast agent |
| spellingShingle | Matthias Ceulemans Koen Nuyts Wim M. De Borggraeve Tatjana N. Parac-Vogt Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging Inorganics Gadolinium(III) BODIPY click chemistry MRI contrast agent |
| title | Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging |
| title_full | Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging |
| title_fullStr | Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging |
| title_full_unstemmed | Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging |
| title_short | Gadolinium(III)-DOTA Complex Functionalized with BODIPY as a Potential Bimodal Contrast Agent for MRI and Optical Imaging |
| title_sort | gadolinium iii dota complex functionalized with bodipy as a potential bimodal contrast agent for mri and optical imaging |
| topic | Gadolinium(III) BODIPY click chemistry MRI contrast agent |
| url | http://www.mdpi.com/2304-6740/3/4/516 |
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