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Syntheses of high valent fac-[99mTcO3]+ complexes and [2+3] cycloadditions with alkenes in water as a direct labelling strategy


Braband, H; Tooyama, Y; Fox, T; Alberto, R (2009). Syntheses of high valent fac-[99mTcO3]+ complexes and [2+3] cycloadditions with alkenes in water as a direct labelling strategy. Chemistry - A European Journal, 15(3):633-638.

Abstract

Reported herein is a new concept for the labelling of biomolecules with small [(99m)TcO(3)](+) complexes through a [3+2] cycloaddition with alkenes for radiopharmaceutical applications. We developed convenient reactions for the synthesis of small, water stable fac-[TcO(3)(tacn-R)](+) complexes ((99)Tc and (99m)Tc, tacn = 1,4,7-triazacyclononane, R = H, -CH(2)-C(6)H(5), -CH(2)-C(6)H(4)COOH). With alkenes, these high valent [(99m)TcO(3)](+) complexes undergo [3+2] cycloaddition with formation of the corresponding Tc(V)-glycolato complexes. The (99m)Tc(V) and (99m)Tc(VII) complexes are stable at 37 degrees C in water and in the presence of serum proteins. Therefore, new opportunities in technetium chemistry are enabled with a high potential for medicinal and biological applications. In contrast to classical labelling, the presented strategy is ligand and not metal-centred.

Abstract

Reported herein is a new concept for the labelling of biomolecules with small [(99m)TcO(3)](+) complexes through a [3+2] cycloaddition with alkenes for radiopharmaceutical applications. We developed convenient reactions for the synthesis of small, water stable fac-[TcO(3)(tacn-R)](+) complexes ((99)Tc and (99m)Tc, tacn = 1,4,7-triazacyclononane, R = H, -CH(2)-C(6)H(5), -CH(2)-C(6)H(4)COOH). With alkenes, these high valent [(99m)TcO(3)](+) complexes undergo [3+2] cycloaddition with formation of the corresponding Tc(V)-glycolato complexes. The (99m)Tc(V) and (99m)Tc(VII) complexes are stable at 37 degrees C in water and in the presence of serum proteins. Therefore, new opportunities in technetium chemistry are enabled with a high potential for medicinal and biological applications. In contrast to classical labelling, the presented strategy is ligand and not metal-centred.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:5 January 2009
Deposited On:26 Jun 2009 14:24
Last Modified:06 Dec 2017 20:04
Publisher:Wiley-Blackwell
ISSN:0947-6539
Publisher DOI:https://doi.org/10.1002/chem.200801757
PubMed ID:19035614

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