Synthesis of a bifunctional cross-bridged chelating agent, peptide conjugation, and comparison of 68Ga labeling and complex stability characteristics with established chelators
Abstract [68Ga]Ga3+ can be introduced into receptor-specific peptidic carriers via different chelators to obtain radiotracers for Positron Emission Tomography imaging and the chosen chelating agent considerably influences the in?vivo pharmacokinetics of the corresponding radiopeptides. A chelator th...
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| Hauptverfasser: | , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
January 3, 2023
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| In: |
ChemMedChem
Year: 2023, Jahrgang: 18, Heft: 1, Pages: 1-9 |
| ISSN: | 1860-7187 |
| DOI: | 10.1002/cmdc.202200495 |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/cmdc.202200495 Verlag, kostenfrei, Volltext: http://chemistry.europe.onlinelibrary.wiley.com/doi/10.1002/cmdc.202200495 
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| Verfasserangaben: | Helen Damerow, Björn Wängler, Ralf Schirrmacher, Gert Fricker, and Carmen Wängler |
MARC
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| 245 | 1 | 0 | |a Synthesis of a bifunctional cross-bridged chelating agent, peptide conjugation, and comparison of 68Ga labeling and complex stability characteristics with established chelators |c Helen Damerow, Björn Wängler, Ralf Schirrmacher, Gert Fricker, and Carmen Wängler |
| 246 | 3 | 3 | |a Synthesis of a bifunctional cross-bridged chelating agent, peptide conjugation, and comparison of 68 Ga labeling and complex stability characteristics with established chelators |
| 246 | 3 | 3 | |a Synthesis of a bifunctional cross-bridged chelating agent, peptide conjugation, and comparison of sixty-eight Ga labeling and complex stability characteristics with established chelators |
| 264 | 1 | |c January 3, 2023 | |
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| 500 | |a Erstmals veröffentlicht: 19. Oktober 2022 | ||
| 500 | |a Im Titel ist die Zahl 68 bei "68Ga" hochgestellt | ||
| 500 | |a Gesehen am 18.06.2024 | ||
| 520 | |a Abstract [68Ga]Ga3+ can be introduced into receptor-specific peptidic carriers via different chelators to obtain radiotracers for Positron Emission Tomography imaging and the chosen chelating agent considerably influences the in?vivo pharmacokinetics of the corresponding radiopeptides. A chelator that should be a valuable alternative to established chelating agents for 68Ga-radiolabeling of peptides would be a backbone-functionalized variant of the chelator CB-DO2A. Here, the bifunctional cross-bridged chelating agent CB-DO2A-GA was developed and compared to the established chelators DOTA, NODA-GA and DOTA-GA. For this purpose, CB-DO2A-GA(tBu)2 was introduced into the peptide Tyr3-octreotate (TATE) and in direct comparison to the corresponding DOTA-, NODA-GA-, and DOTA-GA-modified TATE analogs, CB-DO2A-GA-TATE required harsher reaction conditions for 68Ga-incorporation. Regarding the hydrophilicity profile of the resulting radiopeptides, a decrease in hydrophilicity from [68Ga]Ga-DOTA-GA-TATE (logD(7.4) of ?4.11±0.11) to [68Ga]Ga-CB-DO2A-GA-TATE (?3.02±0.08) was observed. Assessing the stability against metabolic degradation and complex challenge, [68Ga]Ga-CB-DO2A-GA demonstrated a very high kinetic inertness, exceeding that of [68Ga]Ga-DOTA-GA. Therefore, CB-DO2A-GA is a valuable alternative to established chelating agents for 68Ga-radiolabeling of peptides, especially when the formation of a very stable, positively charged 68Ga-complex is pursued. | ||
| 650 | 4 | |a 68Ga | |
| 650 | 4 | |a CB-DO2A-GA | |
| 650 | 4 | |a peptide conjugation | |
| 650 | 4 | |a radiochemistry | |
| 650 | 4 | |a radiolabeling efficiency | |
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