Journal article


Utility of 1,3,4,6-tetra-O-acetyl-2-deoxy-2[18F]fluoro-glucopyranoside for no-carrier-added 18F-glycosylation of amino acids


Publication Details
Author(s): Maschauer S, Pischetsrieder M, Kuwert T, Prante O
Publisher: Wiley-Blackwell
Publication year: 2005
Volume: 48
Pages range: 701-719
ISSN: 0362-4803

Abstract

A radiochemical method for the 18F-glycosylation of amino acid side chains was developed starting from peracetylated 2-deoxy-2-[18F]fluoroglucopyranoside (TA-[18F]FDG). O-(2-deoxy-2-[18F]fluoro-d-glucopyranosyl)-l-serine and the corresponding threonyl compound were obtained in a radiochemical yield of 25% and 12% (related to [18F]fluoride), respectively, after Zemple´n deprotection within a total reaction time of 90 min. The anomeric configuration of the corresponding 19Fsubstituted compounds revealed preferential a-stereoselectivity. The 18F-glycosylation method using TA-[18F]FDG is compatible with the short half-life of fluorine-18 and combines glycosylation and 18F-labelling of a target compound within a single reaction step. TA-[18F]FDG is a promising 18F-labelled prosthetic group and could be adapted to 18F-labelling of bioactive peptides to study their pharmacokinetics using positron emission tomography (PET).



How to cite
APA: Maschauer, S., Pischetsrieder, M., Kuwert, T., & Prante, O. (2005). Utility of 1,3,4,6-tetra-O-acetyl-2-deoxy-2[18F]fluoro-glucopyranoside for no-carrier-added 18F-glycosylation of amino acids. Journal of Labelled Compounds & Radiopharmaceuticals, 48, 701-719. https://dx.doi.org/10.1002/jlcr.963

MLA: Maschauer, Simone, et al. "Utility of 1,3,4,6-tetra-O-acetyl-2-deoxy-2[18F]fluoro-glucopyranoside for no-carrier-added 18F-glycosylation of amino acids." Journal of Labelled Compounds & Radiopharmaceuticals 48 (2005): 701-719.

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