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Fatty acid derivatives. omega. -substituted with a neutral technetium complex

Conference · · J. Nucl. Med.; (United States)
OSTI ID:6760322
The clinical importance of noninvasive probes of myocardial metabolism continues to promote investigation into the preparation of radiolabeled fatty acid derivatives useful for diagnostic imaging. The preparation of such compounds labeled with Tc-99m remains a major goal. Based on previous investigations of oxotechnetium(+5) bisamido bisthiolato (N/sub 2/S/sub 2/) complexes, the authors now report the synthesis of a series of ligands designed to form stable neutral technetium complexes whilst retaining the essential characteristics of a fatty acid. The design allows both for the incorporation of diverse fatty acid fragments and for metabolism of these fragments to produce a small readily excretable technetium complex as the final labeled metabolite. The first of these ligands, N,N'-ethylenebis-(2-mercapto)(2'-(11-carboxyundecyl)thio)acetamide, undergoes ligand exchange with Tc-99-(TcO(ethanediolato)2)/sup -/ to form a stable neutral lipophilic oxotechnetium(+5) complex as a diastereomeric pair of enantiomers. One pair of enantiomers has been characterized by elemental analysis, by its /sup 1/H and /sup 13/C NMR, IR, and UV spectra, and by fast-atom bombardment spectrometry. All data are consistent with the formulation: oxo(N,N'-ethylenebis- (2-mercapto)(2'-(11-carboxyundecyl)thio)acetamido)-technetium(+5). This complex can also be prepared at the tracer level by ligand exchange with Tc-99m-glucoheptonate. The Tc-99 and Tc-99m complexes co-elute on reverse-phase HPLC.
Research Organization:
Massachusetts Institute of Technology, Cambridge, MA
OSTI ID:
6760322
Report Number(s):
CONF-850611-
Conference Information:
Journal Name: J. Nucl. Med.; (United States) Journal Volume: 26:5
Country of Publication:
United States
Language:
English

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