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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

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Editorial

Current Chemistry behind Peptide-based PET Probes 11C and 18F

Author(s): Vincenzo Patamia, Antonio Rescifina and Giuseppe Floresta*

Volume 27, Issue 15, 2023

Published on: 15 October, 2023

Page: [1289 - 1291] Pages: 3

DOI: 10.2174/0113852728266912231009105807

Price: $65

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[1]
Failla, M.; Floresta, G.; Abbate, V. Peptide-based positron emission tomography probes: current strategies for synthesis and radiolabelling. RSC Med. Chem., 2023, 14(4), 592-623.
[http://dx.doi.org/10.1039/D2MD00397J] [PMID: 37122545]
[2]
Floresta, G.; Abbate, V. Recent progress in the imaging of c‐Met aberrant cancers with positron emission tomography. Med. Res. Rev., 2022, 42(4), 1588-1606.
[http://dx.doi.org/10.1002/med.21885] [PMID: 35292998]
[3]
Wester, H.J.; Hamacher, K.; Stöcklin, G. A comparative study of N.C.A. Fluorine-18 labeling of proteins via acylation and photochemical conjugation. Nucl. Med. Biol., 1996, 23(3), 365-372.
[http://dx.doi.org/10.1016/0969-8051(96)00017-0] [PMID: 8782249]
[4]
Zhang, X.X.; Sun, Z.; Guo, J.; Wang, Z.; Wu, C.; Niu, G.; Ma, Y.; Kiesewetter, D.O.; Chen, X. Comparison of 18F-labeled CXCR4 antagonist peptides for PET imaging of CXCR4 expression. Mol. Imaging Biol., 2013, 15(6), 758-767.
[http://dx.doi.org/10.1007/s11307-013-0640-0] [PMID: 23636490]
[5]
Kiesewetter, D.O.; Gao, H.; Ma, Y.; Niu, G.; Quan, Q.; Guo, N.; Chen, X. 18F-radiolabeled analogs of exendin-4 for PET imaging of GLP-1 in insulinoma. Eur. J. Nucl. Med. Mol. Imaging, 2012, 39(3), 463-473.
[http://dx.doi.org/10.1007/s00259-011-1980-0] [PMID: 22170321]
[6]
Campbell-Verduyn, L.S.; Mirfeizi, L.; Schoonen, A.K.; Dierckx, R.A.; Elsinga, P.H.; Feringa, B.L. Strain-promoted copper-free “click” chemistry for 18F radiolabeling of bombesin. Angew. Chem. Int. Ed., 2011, 50(47), 11117-11120.
[http://dx.doi.org/10.1002/anie.201105547] [PMID: 21956935]
[7]
D’Souza, C.A.; McBride, W.J.; Sharkey, R.M.; Todaro, L.J.; Goldenberg, D.M. High-yielding aqueous 18F-labeling of peptides via Al18F chelation. Bioconjug. Chem., 2011, 22(9), 1793-1803.
[http://dx.doi.org/10.1021/bc200175c] [PMID: 21805975]
[8]
Floresta, G.; Keeling, G.P.; Memdouh, S.; Meszaros, L.K.; de Rosales, R.T.M.; Abbate, V. NHS-functionalized THP derivative for efficient synthesis of kit-based precur-sors for 68Ga labeled PET probes. Biomedicines, 2021, 9(4), 367.
[http://dx.doi.org/10.3390/biomedicines9040367] [PMID: 33915871]
[9]
Floresta, G.; Memdouh, S.; Pham, T.; Ma, M.T.; Blower, P.J.; Hider, R.C.; Abbate, V.; Cilibrizzi, A. Targeting integrin αvβ6 with gallium-68 tris (hydroxypyridinone) based PET probes. Dalton Trans., 2022, 51(34), 12796-12803.
[http://dx.doi.org/10.1039/D2DT00980C] [PMID: 35972045]
[10]
Långström, B.; Sjöberg, S.; Ragnarsson, U. A rapid and convenient method for specific 11C-labelling of synthetic polypeptides containing methionine. J. Labelled Comp. Radiopharm., 1981, 18(4), 479-487.
[http://dx.doi.org/10.1002/jlcr.2580180405]
[11]
Chin, J.; Vesnaver, M.; Bernard-Gauthier, V.; Saucke-Lacelle, E.; Wängler, B.; Wängler, C.; Schirrmacher, R. Direct one-step labeling of cysteine residues on peptides with [11C]methyl triflate for the synthesis of PET radiopharmaceuticals. Amino Acids, 2013, 45(5), 1097-1108.
[http://dx.doi.org/10.1007/s00726-013-1562-5] [PMID: 23921782]
[12]
Henriksen, G.; Schottelius, M.; Poethko, T.; Hauser, A.; Wolf, I.; Schwaiger, M.; Wester, H.J. Proof of principle for the use of 11C-labelled peptides in tumour diagnosis with PET. Eur. J. Nucl. Med. Mol. Imaging, 2004, 31(12), 1653-1657.
[http://dx.doi.org/10.1007/s00259-004-1582-1] [PMID: 15309330]
[13]
Andersen, T.L.; Nordeman, P.; Christoffersen, H.F.; Audrain, H.; Antoni, G.; Skrydstrup, T. Application of methyl bisphosphine-ligated palladium complexes for low pressure N-11C-acetylation of peptides. Angew. Chem. Int. Ed., 2017, 56(16), 4549-4553.
[http://dx.doi.org/10.1002/anie.201700446] [PMID: 28301077]
[14]
Zhao, W.; Lee, H.G.; Buchwald, S.L.; Hooker, J.M. Direct 11CN-labeling of unprotected peptides via palladium-mediated sequential cross-coupling reactions. J. Am. Chem. Soc., 2017, 139(21), 7152-7155.
[http://dx.doi.org/10.1021/jacs.7b02761] [PMID: 28502164]
[15]
Patamia, V.; Zagni, C.; Brullo, I.; Saccullo, E.; Coco, A.; Floresta, G.; Rescifina, A. Computer-assisted design of peptide-based radiotracers. Int. J. Mol. Sci., 2023, 24(7), 6856.
[http://dx.doi.org/10.3390/ijms24076856] [PMID: 37047831]

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