@article {2501,
	title = {Hydrolytic stability of nitrogenous-heteroaryltrifluoroborates under aqueous conditions at near neutral pH},
	journal = {Journal of Fluorine Chemistry},
	volume = {130},
	number = {4},
	year = {2009},
	note = {ISI Document Delivery No.: 434ZRTimes Cited: 4Cited Reference Count: 16Li, Ying Asadi, Ali Perrin, David M.},
	month = {Apr},
	pages = {377-382},
	type = {Article},
	abstract = {The hydrolytic stability of heteroaryltrifluoroborates under physiological conditions has been analyzed by F-19 NMR spectroscopy and is found to be greatly enhanced by the presence of endocyclic ring nitrogens. Stability is further enhanced by the presence of exocyclic electron withdrawing substituents. As with aryltrifluoroborates, NMR analysis suggests that the hydrolysis proceeds via single rate-determining step reflecting loss of the first fluoride atom. The stability of these complexes is significant both in terms of metal catalyzed cross-coupling reactions as well as the potential for generating boronic acid based F-18-PET imaging agents. (C) 2008 Elsevier B.V. All rights reserved.},
	keywords = {aryltrifluoroborate, CROSS-COUPLING REACTIONS, F-19 NMR, Heteroaryltrifluoroborates, Hydrolytic stability, PET, PET imaging, POTASSIUM ARYL, SALTS},
	isbn = {0022-1139},
	url = {<Go to ISI>://000265313400001},
	author = {Li, Y. and Asadi, A. and Perrin,David M.}
}
@article {2289,
	title = {Capturing aqueous [F-18]-fluoride with an arylboronic ester for PET: Synthesis and aqueous stability of a fluorescent [F-18]-labeled aryltrifluoroborate},
	journal = {Journal of Fluorine Chemistry},
	volume = {129},
	number = {5},
	year = {2008},
	note = {ISI Document Delivery No.: 302SWTimes Cited: 5Cited Reference Count: 12Ting, Richard Lo, Justin Adam, Michael J. Ruth, Thomas J. Perrin, David M.},
	month = {May},
	pages = {349-358},
	type = {Article},
	abstract = {The aqueous stability of aryltrifluoroborates is of importance to their use in transition metal mediated coupling reactions as well as their potential use in [F-18]-labeled aryltrifluoroborate PET imaging agents. Nevertheless, few studies have fully characterized the solvolysis of fluoride from an aryltrifluoroborate in water. Using [F-19] NMR, fluorescence and [F-18]-labeling techniques, we disclose the composition of an aryltrifluoroborate of exceptional kinetic stability with respect to solvolytic defluoridation. This work not only highlights the potential of using [F-18]-labeled aryltrifluoroborates for PET tracers, but provides a chemical platform and a general approach for evaluating the stability of other aryltrifluoroborates. (c) 2008 Elsevier B.V. All rights reserved.},
	keywords = {ACIDS, aryltrifluoroborate, CROSS-COUPLING REACTIONS, KINETICS, PET, SYNTHESIS, [F-18]-labeling},
	isbn = {0022-1139},
	url = {<Go to ISI>://000255990600005},
	author = {Ting, R. and Lo, J. and Adam,Michael J. and Ruth, T. J. and Perrin,David M.}
}
@article {2289,
	title = {Capturing aqueous [F-18]-fluoride with an arylboronic ester for PET: Synthesis and aqueous stability of a fluorescent [F-18]-labeled aryltrifluoroborate},
	journal = {Journal of Fluorine Chemistry},
	volume = {129},
	number = {5},
	year = {2008},
	note = {ISI Document Delivery No.: 302SWTimes Cited: 5Cited Reference Count: 12Ting, Richard Lo, Justin Adam, Michael J. Ruth, Thomas J. Perrin, David M.},
	month = {May},
	pages = {349-358},
	type = {Article},
	abstract = {The aqueous stability of aryltrifluoroborates is of importance to their use in transition metal mediated coupling reactions as well as their potential use in [F-18]-labeled aryltrifluoroborate PET imaging agents. Nevertheless, few studies have fully characterized the solvolysis of fluoride from an aryltrifluoroborate in water. Using [F-19] NMR, fluorescence and [F-18]-labeling techniques, we disclose the composition of an aryltrifluoroborate of exceptional kinetic stability with respect to solvolytic defluoridation. This work not only highlights the potential of using [F-18]-labeled aryltrifluoroborates for PET tracers, but provides a chemical platform and a general approach for evaluating the stability of other aryltrifluoroborates. (c) 2008 Elsevier B.V. All rights reserved.},
	keywords = {ACIDS, aryltrifluoroborate, CROSS-COUPLING REACTIONS, KINETICS, PET, SYNTHESIS, [F-18]-labeling},
	isbn = {0022-1139},
	url = {<Go to ISI>://000255990600005},
	author = {Ting, R. and Lo, J. and Adam,Michael J. and Ruth, T. J. and Perrin,David M.}
}
@article {2287,
	title = {Toward [F-18]-labeled aryltrifluoroborate radiotracers: In vivo positron emission tomography imaging of stable aryltrifluoroborate clearance in mice},
	journal = {Journal of the American Chemical Society},
	volume = {130},
	number = {36},
	year = {2008},
	note = {ISI Document Delivery No.: 344TPTimes Cited: 15Cited Reference Count: 35Ting, Richard Harwig, Curtis auf dem Keller, Ulrich McCormick, Siobhan Austin, Pamela Overall, Christopher M. Adam, Michael J. Ruth, Thomas J. Perrin, David M.},
	month = {Sep},
	pages = {12045-12055},
	type = {Article},
	abstract = {The use of a boronic ester as a captor of aqueous [F-18]-fluoride has been previously suggested as a means of labeling biomolecules in one step for positron emission tomography (PET) imaging. For this approach to be seriously considered, the [F-18]-labeled trifluoroborate should be humorally stable such that it neither leaches free [F-18]-fluoride to the bone nor accumulates therein. Herein, we have synthesized a biotinylated boronic ester that is converted to the corresponding trifluoroborate salt in the presence of aqueous [F-18]-fluoride. In keeping with its in vitro aqueous kinetic stability at pH 7.5, the trifluoroborate appears to clear in vivo quite rapidly to the bladder as the stable trifluoroborate salt with no detectable leaching of free [F-18]-fluoride to the bone. When this labeled biotin is preincubated with avidin, the pharmacokinetic clearance of the resulting complex is visibly altered. This work validates initial claims that boronic esters are potentially useful as readily labeled precursors to [F-18]-PET reagents.},
	keywords = {apoptosis, BIODISTRIBUTION, CANCER, DESIGN, F-18, MICROPET, NO-CARRIER, PEPTIDES, PET, STABILITY},
	isbn = {0002-7863},
	url = {<Go to ISI>://000258950500044},
	author = {Ting, R. and Harwig, C. and auf dem Keller, U. and McCormick, S. and Austin, P. and Overall, C. M. and Adam,Michael J. and Ruth, T. J. and Perrin,David M.}
}
@article {2287,
	title = {Toward [F-18]-labeled aryltrifluoroborate radiotracers: In vivo positron emission tomography imaging of stable aryltrifluoroborate clearance in mice},
	journal = {Journal of the American Chemical Society},
	volume = {130},
	number = {36},
	year = {2008},
	note = {ISI Document Delivery No.: 344TPTimes Cited: 15Cited Reference Count: 35Ting, Richard Harwig, Curtis auf dem Keller, Ulrich McCormick, Siobhan Austin, Pamela Overall, Christopher M. Adam, Michael J. Ruth, Thomas J. Perrin, David M.},
	month = {Sep},
	pages = {12045-12055},
	type = {Article},
	abstract = {The use of a boronic ester as a captor of aqueous [F-18]-fluoride has been previously suggested as a means of labeling biomolecules in one step for positron emission tomography (PET) imaging. For this approach to be seriously considered, the [F-18]-labeled trifluoroborate should be humorally stable such that it neither leaches free [F-18]-fluoride to the bone nor accumulates therein. Herein, we have synthesized a biotinylated boronic ester that is converted to the corresponding trifluoroborate salt in the presence of aqueous [F-18]-fluoride. In keeping with its in vitro aqueous kinetic stability at pH 7.5, the trifluoroborate appears to clear in vivo quite rapidly to the bladder as the stable trifluoroborate salt with no detectable leaching of free [F-18]-fluoride to the bone. When this labeled biotin is preincubated with avidin, the pharmacokinetic clearance of the resulting complex is visibly altered. This work validates initial claims that boronic esters are potentially useful as readily labeled precursors to [F-18]-PET reagents.},
	keywords = {apoptosis, BIODISTRIBUTION, CANCER, DESIGN, F-18, MICROPET, NO-CARRIER, PEPTIDES, PET, STABILITY},
	isbn = {0002-7863},
	url = {<Go to ISI>://000258950500044},
	author = {Ting, R. and Harwig, C. and auf dem Keller, U. and McCormick, S. and Austin, P. and Overall, C. M. and Adam,Michael J. and Ruth, T. J. and Perrin,David M.}
}
@article {1052,
	title = {Radiohalogens for imaging and therapy},
	journal = {Chemical Society Reviews},
	volume = {34},
	number = {2},
	year = {2005},
	note = {ISI Document Delivery No.: 890PETimes Cited: 34Cited Reference Count: 41},
	pages = {153-163},
	type = {Review},
	abstract = {Radiohalogens play a very important role in radiopharmaceuticals used for medical imaging ( now referred to as molecular imaging) and therapy applications. Development of new radiopharmaceuticals that have radiohalogens incorporated requires an understanding of parameters that are unique to chemistry involving these radionuclides. Those parameters include requirement for production and purification of the halogen radionuclides, as well as development of reaction conditions for use with high specific activity short-lived radionuclides. In this tutorial review, several radiohalogens, their radiolabeling chemistry and their application to medical imaging and therapy are discussed.},
	keywords = {BRAIN, CANCER, F-18, LIGAND, MONOCLONAL-ANTIBODIES, PET, POSITRON-EMISSION-TOMOGRAPHY, RADIOIODINATION, RADIOTHERAPY, SPECT},
	isbn = {0306-0012},
	url = {<Go to ISI>://000226522500005},
	author = {Adam,Michael J. and Wilbur, D. S.}
}
@article {5228,
	title = {Synthesis of 2,6-dideoxy-2-fluoro-6-[F-18]-fluoro-beta-D-glucopyranosyl fluoride (2,6FGF) as a potential imaging probe for glucocerebrosidase},
	journal = {Journal of Labelled Compounds \& Radiopharmaceuticals},
	volume = {44},
	number = {5},
	year = {2001},
	note = {ISI Document Delivery No.: 420VMTimes Cited: 4Cited Reference Count: 8},
	month = {Apr},
	pages = {385-394},
	type = {Article},
	abstract = {We have previously synthesized 2-deoxy-2-[F-18]-fluoro-beta -mannosyl [F-18]-fluoride and shown that it behaves as a mechanism-based inhibitor of Agrobacterium sp. beta -glucosidase. In-vivo experiments indicate that this compound undergoes partial hydrolysis to produce 2-deoxy-2-fluoro-mannose, which can become phosphorylated and trapped within the cell. We now report the synthesis of another 2-fluoro glycoside which is F-18-labelled at the 6 position so that the label cannot be lost during such glycoside hydrolysis and which, further, cannot be phosphorylated. The mechanism-based glycosidase inhibitor 2,6-dideoxy-2-fluoro-6-[F-18]-fluoro-beta -D-glucopyranosyl fluoride (2,6FGF) was synthesized in 69\% overall chemical yield and in 9\% radiochemical yield (decay corrected) as a potential imaging probe for glycosidase.},
	keywords = {2-fluoro-glucose, fluorine-18, Gaucher{\textquoteright}s disease, glycosidase, PET},
	isbn = {0362-4803},
	url = {<Go to ISI>://000168026000009},
	author = {Wong, A. W. and Adam,Michael J. and Withers, S. G.}
}
