Amino acid based gallium-68 chelators capable of radiolabeling at neutral pH
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 Dp...
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| Published in | Dalton transactions : an international journal of inorganic chemistry Vol. 46; no. 48; pp. 16973 - 16982 |
|---|---|
| Main Authors | , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
England
Royal Society of Chemistry
2017
|
| Subjects | |
| Online Access | Get full text |
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| Abstract | 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. |
|---|---|
| AbstractList | Gallium-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
Ga by the amino acid based tripodal chelate H
Dpaa, and two bifunctional derivatives, H
Dpaa.dab and H
Dpaa.ga, under a range of conditions with particular emphasis on the rapid complexation of
Ga at pH 7.4. 100 μM H
Dpaa achieved a radiochemical yield of 95% at pH 7.4 in 5 minutes at 37 °C. The bifunctional derivatives H
Dpaa.ga and H
Dpaa.dab achieved 94% and 84% radiochemical yields, respectively, under the same conditions. The resulting Ga(iii) complexes show thermodynamic stabilities of log K
= 18.53, log K
= 22.08, log K
= 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
Ga under physiological conditions. Gallium-68 (68Ga) 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 68Ga by the amino acid based tripodal chelate H3Dpaa, and two bifunctional derivatives, H3Dpaa.dab and H4Dpaa.ga, under a range of conditions with particular emphasis on the rapid complexation of 68Ga at pH 7.4. 100 μM H3Dpaa achieved a radiochemical yield of 95% at pH 7.4 in 5 minutes at 37 °C. The bifunctional derivatives H4Dpaa.ga and H3Dpaa.dab achieved 94% and 84% radiochemical yields, respectively, under the same conditions. The resulting Ga(iii) complexes show thermodynamic stabilities of log KGaDpaa = 18.53, log KGaDpaa.dab = 22.08, log KGaDpaa.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 68Ga under physiological conditions. 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. Gallium-68 (68Ga) 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 68Ga by the amino acid based tripodal chelate H3Dpaa, and two bifunctional derivatives, H3Dpaa.dab and H4Dpaa.ga, under a range of conditions with particular emphasis on the rapid complexation of 68Ga at pH 7.4. 100 μM H3Dpaa achieved a radiochemical yield of 95% at pH 7.4 in 5 minutes at 37 °C. The bifunctional derivatives H4Dpaa.ga and H3Dpaa.dab achieved 94% and 84% radiochemical yields, respectively, under the same conditions. The resulting Ga(iii) complexes show thermodynamic stabilities of log KGaDpaa = 18.53, log KGaDpaa.dab = 22.08, log KGaDpaa.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 68Ga under physiological conditions.Gallium-68 (68Ga) 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 68Ga by the amino acid based tripodal chelate H3Dpaa, and two bifunctional derivatives, H3Dpaa.dab and H4Dpaa.ga, under a range of conditions with particular emphasis on the rapid complexation of 68Ga at pH 7.4. 100 μM H3Dpaa achieved a radiochemical yield of 95% at pH 7.4 in 5 minutes at 37 °C. The bifunctional derivatives H4Dpaa.ga and H3Dpaa.dab achieved 94% and 84% radiochemical yields, respectively, under the same conditions. The resulting Ga(iii) complexes show thermodynamic stabilities of log KGaDpaa = 18.53, log KGaDpaa.dab = 22.08, log KGaDpaa.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 68Ga under physiological conditions. |
| Author | Kubíček, Vojtěch Hermann, Petr Prior, Timothy J. Price, Thomas W. Böhmová, Zuzana Stasiuk, Graeme J. Gallo, Juan Greenman, John |
| Author_xml | – sequence: 1 givenname: Thomas W. surname: Price fullname: Price, Thomas W. organization: School of Life Sciences, Department of Biomedical Sciences, University of Hull, Hull, UK – sequence: 2 givenname: Juan orcidid: 0000-0002-2028-3234 surname: Gallo fullname: Gallo, Juan organization: Advanced (magnetic) Theranostic Nanostructures Lab, International Iberian Nanotechnology Laboratory, 4715-330 Braga, Portugal – sequence: 3 givenname: Vojtěch orcidid: 0000-0003-0171-5713 surname: Kubíček fullname: Kubíček, Vojtěch organization: Department of Inorganic Chemistry, Faculty of Science, Charles University, Prague 2, Czech Republic – sequence: 4 givenname: Zuzana surname: Böhmová fullname: Böhmová, Zuzana organization: Department of Inorganic Chemistry, Faculty of Science, Charles University, Prague 2, Czech Republic – sequence: 5 givenname: Timothy J. orcidid: 0000-0002-7705-2701 surname: Prior fullname: Prior, Timothy J. organization: Chemistry, School of Mathematical and Physical Sciences, University of Hull, Hull, UK – sequence: 6 givenname: John orcidid: 0000-0002-6003-6051 surname: Greenman fullname: Greenman, John organization: School of Life Sciences, Department of Biomedical Sciences, University of Hull, Hull, UK – sequence: 7 givenname: Petr orcidid: 0000-0001-6250-5125 surname: Hermann fullname: Hermann, Petr organization: Department of Inorganic Chemistry, Faculty of Science, Charles University, Prague 2, Czech Republic – sequence: 8 givenname: Graeme J. orcidid: 0000-0002-0076-2246 surname: Stasiuk fullname: Stasiuk, Graeme J. organization: School of Life Sciences, Department of Biomedical Sciences, University of Hull, Hull, UK |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/29177295$$D View this record in MEDLINE/PubMed |
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| CitedBy_id | crossref_primary_10_1021_acs_inorgchem_3c02459 crossref_primary_10_1002_ejic_201900043 crossref_primary_10_1021_acs_inorgchem_0c00509 crossref_primary_10_1021_acs_inorgchem_2c01992 crossref_primary_10_1039_C8CC03897J crossref_primary_10_1039_C8DT03856B crossref_primary_10_1016_j_ejmech_2021_113702 crossref_primary_10_1002_cbic_201800335 crossref_primary_10_1002_chem_201905776 |
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| Snippet | 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... Gallium-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... Gallium-68 (68Ga) has been the subject of increasing interest for its potential in the production of radiotracers for diagnosis of diseases. In this work we... |
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| SubjectTerms | Amino acids Chelates Complexation Derivatives Gallium Radiochemistry |
| Title | Amino acid based gallium-68 chelators capable of radiolabeling at neutral pH |
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