Methods for super(18)F-labeling of RGD peptides: comparison of aminooxy [ super(18)F]fluorobenzaldehyde condensation with 'click labeling' using 2-[ super(18)F]fluoroethylazide, and S-alkylation with [ super(18)F]fluoropropanethiol

Three strategies for chemoselective labeling of RGD peptides with super(18)F have been compared. Aminooxy [ super(18)F]fluorobenzaldehyde conjugation provided 40 plus or minus 12% decay-corrected radiochemical yield using a fully automated method. An one-pot protocol for 'click labeling' o...

Full description

Saved in:
Bibliographic Details
Published in:Amino acids 2009-10, Vol.37 (4), p.717-724
Main Authors: Glaser, Matthias, Solbakken, Magne, Turton, David R, Pettitt, Roger, Barnett, Jon, Arukwe, Joseph, Karlsen, Hege, Cuthbertson, Alan, Luthra, Sajinder K, Aarstad, Erik
Format: Article
Language:English
Subjects:
Amino acids
Condensing
Conjugation
Decay
Marking
Peptides
Precursors
Strategy
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Three strategies for chemoselective labeling of RGD peptides with super(18)F have been compared. Aminooxy [ super(18)F]fluorobenzaldehyde conjugation provided 40 plus or minus 12% decay-corrected radiochemical yield using a fully automated method. An one-pot protocol for 'click labeling' of the RGD scaffold with 2-[ super(18)F]fluoroethylazide afforded 47 plus or minus 8% decay-corrected radiochemical yield. Attempted conjugation with 3-[ super(18)F]fluoropropanethiol led to extensive decomposition and was therefore found unsuitable for labeling of the RGD peptide investigated. The results suggest that 'click labeling' of RGD peptides provides an attractive alternative to aminooxy aldehyde condensation, however, 2-[ super(18)F]-fluoroethylazide may be too small to allow separation of large super(18)F-labeled RGD peptides from their precursors.
ISSN:0939-4451
1438-2199
DOI:10.1007/s00726-008-0200-0