Application of Methyl Bisphosphine-Ligated Palladium Complexes for Low Pressure N-11C-Acetylation of Peptides

被引:31
作者
Andersen, Thomas L. [1 ,2 ]
Nordeman, Patrik [3 ]
Christoffersen, Heidi F. [1 ,2 ]
Audrain, Helene [4 ,5 ]
Antoni, Gunnar [3 ]
Skrydstrup, Troels [1 ,2 ]
机构
[1] Aarhus Univ, Carbon Dioxide Activat Ctr CADIAC, Dept Chem, Gustav Wieds Vej 14, DK-8000 Aarhus C, Denmark
[2] Aarhus Univ, Interdisciplinary Nanosci Ctr iNANO, Gustav Wieds Vej 14, DK-8000 Aarhus C, Denmark
[3] Uppsala Univ, Dept Med Chem, S-75123 Uppsala, Sweden
[4] Aarhus Univ Hosp, Dept Nucl Med, DK-8000 Aarhus, Denmark
[5] Aarhus Univ Hosp, PET Ctr, DK-8000 Aarhus, Denmark
基金
新加坡国家研究基金会;
关键词
C-11-labeling; carbonylation; palladium; peptides; CARBONYLATION REACTIONS; CARBON-MONOXIDE; ANTIMICROBIAL PEPTIDES; RADIOLABELED PEPTIDES; PET; RADIOPHARMACEUTICALS; PEPTAIBOLS; ANALOGS; SCOPE; CYCLOISOMERIZATION;
D O I
10.1002/anie.201700446
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A mild and effective method is described for C-11-labeling of peptides selectively at the N-terminal nitrogen or at internal lysine positions. The presented method relies on the use of specific biphosphine palladium-methyl complexes and their high reactivity towards amino-carbonylation of amine groups in the presence [C-11] carbon monoxide. The protocol facilitates the production of native N-C-11-acetylated peptides, without any structural modifications and has been applied to a selection of bioactive peptides.
引用
收藏
页码:4549 / 4553
页数:5
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