Strategic Evaluation of the Traceless Staudinger Ligation for Radiolabeling with the Tricarbonyl Core

被引:1
|
作者
Mamat, Constantin [1 ,2 ]
Jentschel, Christian [1 ]
Koeckerling, Martin [3 ]
Steinbach, Jorg [1 ,2 ]
机构
[1] Helmholtz Zentrum Dresden Rossendorf, Inst Radiopharmazeut Krebsforsch, Bautzner Landstr 400, D-01328 Dresden, Germany
[2] Tech Univ Dresden, Fak Chem & Lebensmittelchem, D-01062 Dresden, Germany
[3] Univ Rostock, Inst Chem, Anorgan Festkorperchem, Albert Einstein Str 3a, D-18059 Rostock, Germany
来源
MOLECULES | 2021年 / 26卷 / 21期
关键词
M(CO)(3); Tc-99m; matched pair; theranostic approach; click chemistry; bioorthogonal; CLICK-TO-CHELATE; BIOMOLECULES; RHENIUM(I); TECHNETIUM; COMPLEXES; CHEMISTRY; STABILITY; THIOUREA; RE;
D O I
10.3390/molecules26216629
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The traceless Staudinger ligation with its two variants is a powerful biorthogonal conjugation method not only for the connection of biomolecules, but also for the introduction of fluorescence- or radiolabels under mild reaction conditions. Herein, the strategic evaluation of the traceless Staudinger ligation for radiolabeling Tc-99m using the fac-[Tc(CO)(3)](+) core is presented. A convenient and high-yielding three-step synthetic procedure of dipicolylamine-based phosphanols as ligands for the mild radiolabeling was developed. The labeling was accomplished using a tricarbonyl kit and a Tc-99m-pertechnetate generator eluate showing 87% radiochemical conversion. The respective rhenium-based, non-radioactive reference compounds were synthesized using (Et4N)(2)[Re(CO)(3)Br-3] as precursor. All products were analyzed by NMR, MS, and elemental analysis. Additional XRD analyses were performed.
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页数:14
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