Schaefer, Dominique, Weiss, Philipp, Ermert, Johannes ORCID: 0000-0002-2561-7766, Melean, Johnny Castillo, Zarrad, Fadi and Neumaier, Bernd ORCID: 0000-0001-5425-3116 (2016). Preparation of No-Carrier-Added 6-[F-18]Fluoro-l-tryptophan via Cu-Mediated Radiofluorination. Eur. J. Org. Chem., 2016 (27). S. 4621 - 4629. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1099-0690

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Abstract

F-18-Labeled aromatic amino acids exhibit great potential for diagnostic applications using positron emission tomography. However, the introduction of F-18 into aromatic compounds remains challenging, and novel fluorination methods facilitating easy access to F-18-labeled arenes are highly sought after. In recent years, novel metal-mediated fluorination methods have been reported and transferred into radiochemistry. Based on Cu-mediated radiofluorination, a two-step synthesis of no-carrier-added (n.c.a.) 6-[F-18]fluoro-l-tryptophan was developed. 6-[F-18]Fluoro-l-tryptophan was synthesized with an overall radochemical yield of 16 +/- 4% within 110 min and a specific activity of 280 GBq mu mol(-1). The radiochemical purity was more than 99%. The developed method allowed access to radiofluorinated tryptophan derivatives in high radiochemical yields and opens new ways to provide radiofluorinated amino acids. Furthermore, the reaction conditions were optimized to facilitate automation.

Item Type: Journal Article
Creators:
CreatorsEmailORCIDORCID Put Code
Schaefer, DominiqueUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Weiss, PhilippUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Ermert, JohannesUNSPECIFIEDorcid.org/0000-0002-2561-7766UNSPECIFIED
Melean, Johnny CastilloUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Zarrad, FadiUNSPECIFIEDUNSPECIFIEDUNSPECIFIED
Neumaier, BerndUNSPECIFIEDorcid.org/0000-0001-5425-3116UNSPECIFIED
URN: urn:nbn:de:hbz:38-265533
DOI: 10.1002/ejoc.201600705
Journal or Publication Title: Eur. J. Org. Chem.
Volume: 2016
Number: 27
Page Range: S. 4621 - 4629
Date: 2016
Publisher: WILEY-V C H VERLAG GMBH
Place of Publication: WEINHEIM
ISSN: 1099-0690
Language: English
Faculty: Unspecified
Divisions: Unspecified
Subjects: no entry
Uncontrolled Keywords:
KeywordsLanguage
LATE-STAGE FLUORINATION; TRYPTOPHAN-HYDROXYLASE; PET; F-18; REAGENT; SALTS; 6-FLUOROTRYPTOPHAN; FLUORIDE; RECEPTOR; ARENESMultiple languages
Chemistry, OrganicMultiple languages
Refereed: Yes
URI: http://kups.ub.uni-koeln.de/id/eprint/26553

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