Amino acid based gallium-68 chelators capable of radiolabeling at neutral pHElectronic supplementary information (ESI) available. CCDC 1549314 ([Ga(Dpaa)]), 1530703 ([Ga(Dpaa.ga)]) and 1530704 (H4Dpaa.ga). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7dt03398b

• Main Authors: Price, Thomas W, Gallo, Juan, Kubí ek, Vojt ch, Böhmová, Zuzana, Prior, Timothy J, Greenman, John, Hermann, Petr, Stasiuk, Graeme J
• Format: Journal Article
• Language: English
• Published: 12.12.2017
• ISSN: 1477-9226; 1477-9234
• DOI: 10.1039/c7dt03398b

Gallium-68 ( 68 Ga) has been the subject of increasing interest for its potential in the production of radiotracers for diagnosis of diseases. In this work we report the complexation of 68 Ga by the amino acid based tripodal chelate H 3 Dpaa, and two bifunctional derivatives, H 3 Dpaa.dab and H 4 Dpaa.ga, under a range of conditions with particular emphasis on the rapid complexation of 68 Ga at pH 7.4. 100 μM H 3 Dpaa achieved a radiochemical yield of 95% at pH 7.4 in 5 minutes at 37 °C. The bifunctional derivatives H 4 Dpaa.ga and H 3 Dpaa.dab achieved 94% and 84% radiochemical yields, respectively, under the same conditions. The resulting Ga( iii ) complexes show thermodynamic stabilities of log  K GaDpaa = 18.53, log  K GaDpaa.dab = 22.08, log  K GaDpaa.ga = 18.36. Unfortunately, the resulting radiolabelled species do not present sufficient serum stability for in vivo application. Herein we show a flexible synthesis for bifunctional chelators based on amino acids that rapidly complex 68 Ga under physiological conditions. Herein we show a flexible synthesis for bifunctional chelators based on amino acids that rapidly complex 68 Ga under physiological conditions.