Arylfluoroborates and Alkylfluorosilicates as Potential PET Imaging Agents:  High-Yielding Aqueous Biomolecular ¹⁸F-Labeling

Abstract

Organometalloid compositions of silicon and boron permit rapid, high-yielding, one-step radiolabeling of a covalently linked protein ligand (biotin) under aqueous conditions to give the corresponding alkyltetrafluorosilicates and aryltrifluoroborate salts. Biotin was chosen as a test ligand for protein targeting because of its quantitative interaction with avidin, which in turn allowed us to calculate fluoridation yields that approach 80-100%. The silicate was found to be moderately stable to hydrolysis, whereas the borate appears to be so stable that its hydrolytic decomposition was not readily measured. With the stability of both compounds ascertained, this work describes a novel and robust radiolabeling method that may find use in the development of positron emission tomography radiopharmaceuticals.

In Vivo Evaluation of 18F-SiFAlin–Modified TATE: A Potential Challenge for 68Ga-DOTATATE, the Clinical Gold Standard for Somatostatin Receptor Imaging with PET

“…However, only a few clinical PET imaging sites routinely offer 18 F-radiolabeled peptides as a result of the typically difficult radiochemistry involved in peptide labeling with 18 F (10,11). Therefore, new labeling approaches have been developed, especially over the last decade (12)(13)(14)(15)(16). One of these approaches takes advantage of the thermodynamically favored formation of silicon-18 F bonds (silicon-fluoride acceptor [SiFA] chemistry, Fig.…”

18F-positron-emitting/fluorescent labeled erythrocytes allow imaging of internal hemorrhage in a murine intracranial hemorrhage model

“…These agents are visible by PET, 31,32 are stable in vivo, 33,34 and bear a reactive group for RBCmembrane labeling.…”

Silicon-[18F]Fluorine Radiochemistry: Basics, Applications and Challenges

“…The advent of novel 18 F-labeling methods has just begun. The introduction of Si- 18 F [5][6][7], B- 18 F [5,6] and Al- 18 F [8][9][10][11][12] radiochemistry has set the foundation for the development of novel radiotracers and has the potential to reshape the landscape of 18 F-radiochemistry if some hurdles can be overcome in time. This review article deals primarily with Si- 18 F radiochemistry and the interested reader is advised to further consult various excellent review articles on 18 F-radiochemistry [13][14][15][16][17][18] and original publications about B- 18 F and Al- 18 F chemistry.…”