DOTA-tris(OPp ester) as a bifunctional prochelator for the preparation of DOTA-peptide conjugates

• Verfasst von: Jamous, Mazen [VerfasserIn]
• Verfasst von: Haberkorn, Uwe [VerfasserIn]
• Verfasst von: Mier, Walter [VerfasserIn]
• Titel: DOTA-tris(OPp ester) as a bifunctional prochelator for the preparation of DOTA-peptide conjugates
• Verf.angabe: Mazen Jamous, Uwe Haberkorn, Walter Mier
• E-Jahr: 2012
• Jahr: 10 October 2012
• Umfang: 5 S.
• Teil: volume:53
• Teil: year:2012
• Teil: number:50
• Teil: pages:6810-6814
• Teil: extent:5
• Fussnoten: Available online 10 October 2012 ; Gesehen am 10.07.2018
• Titel Quelle: Enthalten in: Tetrahedron letters
• Ort Quelle: Amsterdam [u.a.] : Elsevier Science, 1959
• Jahr Quelle: 2012
• Band/Heft Quelle: 53(2012), 50, Seite 6810-6814
• ISSN Quelle: 1873-3581
• DOI: doi:10.1016/j.tetlet.2012.10.007
• Datenträger: Online-Ressource
• Sprache: eng
• Sach-SW: Bifunctional chelating agents
• Sach-SW: DOTA-based prochelator
• Sach-SW: Protecting group
• Sach-SW: Radiopeptides
• K10plus-PPN: 1577444140

Abstract

Peptides containing the chelator DOTA have gained importance for molecular imaging and therapy with radionuclides. However, all synthons described for the convergent solid phase synthesis of DOTA-peptide conjugates show windows of stability that are too narrow to allow a clean and convergent deprotection process. The synthesis of the new prochelator DOTA-tris(OPp ester) starting from cyclen is reported. Using this prochelator for the synthesis of several DOTA peptide conjugates revealed that its cleavage—in contrast to the cleavage of DOTA-tris(tBu ester) conjugates—does not require an extended deprotection time, and therefore results in clean and homogenous products.