We describe the synthesis of a highly water-soluble cryptophane 1 that can be seen as a universal platform for the construction of (129)Xe magnetic resonance imaging (MRI)-based biosensors. Compound 1 is easily functionalized by Huisgen cycloaddition and exhibits excellent xenon-encapsulation properties. In addition, 1 is nontoxic at the concentrations typically used for hyperpolarized (129)Xe MRI.
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http://dx.doi.org/10.1002/chem.201204218 | DOI Listing |
Chemistry
May 2013
iBiTecS, Service de Chimie Bioorganique et de Marquage (SCBM), CEA, 91191 Gif-sur-Yvette, France.
We describe the synthesis of a highly water-soluble cryptophane 1 that can be seen as a universal platform for the construction of (129)Xe magnetic resonance imaging (MRI)-based biosensors. Compound 1 is easily functionalized by Huisgen cycloaddition and exhibits excellent xenon-encapsulation properties. In addition, 1 is nontoxic at the concentrations typically used for hyperpolarized (129)Xe MRI.
View Article and Find Full Text PDFJ Org Chem
March 2011
Institut de Chimie Moléculaire de l'Université de Bourgogne (ICMUB, CNRS UMR no. 5260), 9 Avenue Alain Savary, BP 47870, F-21078 Dijon, France.
Cyclotriguaiacylene 1 is the universal precursor of cryptophanes, and represents an important intermediate for the preparation of functionalized cavitands of the cyclotriveratrylene family. Its thio analogue (cyclotrithioguaiacylene 3) was synthesized by two different routes, involving either the Newman-Kwart or the Pummerer rearrangement. The latter, performed starting from a trisulfoxide precursor, produced a purer compound in higher overall yield.
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