Solid-phase synthesis of 2-[18F]fluoropropionyl peptides

Jan Marik, Sven H. Hausner, Lauren A. Fix, M. Karen J Gagnon, Julie Sutcliffe

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

The 2-[18F]fluoropropionic (2-[18F]FPA) acid is used as a prosthetic group for radiolabeling proteins and peptides for targeted imaging using positron emission tomography (PET). Radiolabeling of compounds with more than one acylable functional group can lead to complex mixtures of products; however, peptides can be labeled regioselectively on the solid phase. We investigated the use of a solid-phase approach for the preparation of 2-[18F]fluoropropionyl peptides. [18F]FPA was prepared and conjugated to the peptides attached to the solid phase support. The 18F-labeled peptides were obtained in 175 min with decay corrected yields of 10% (related to [18F]-fluoride) and with a purity of 76-99% prior HPLC purification. The suitability of various coupling reagents and solid supports were tested for radiolabeling of several peptides of various lengths.

Original languageEnglish (US)
Pages (from-to)1017-1021
Number of pages5
JournalBioconjugate Chemistry
Volume17
Issue number4
DOIs
StatePublished - Jul 2006

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Solid-Phase Synthesis Techniques
Peptides
Positron emission tomography
Prosthetics
Complex Mixtures
Fluorides
Positron-Emission Tomography
Functional groups
Purification
High Pressure Liquid Chromatography
Proteins
Imaging techniques
Acids

ASJC Scopus subject areas

  • Chemistry(all)
  • Organic Chemistry
  • Clinical Biochemistry
  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry

Cite this

Marik, J., Hausner, S. H., Fix, L. A., Gagnon, M. K. J., & Sutcliffe, J. (2006). Solid-phase synthesis of 2-[18F]fluoropropionyl peptides. Bioconjugate Chemistry, 17(4), 1017-1021. https://doi.org/10.1021/bc0600564

Solid-phase synthesis of 2-[18F]fluoropropionyl peptides. / Marik, Jan; Hausner, Sven H.; Fix, Lauren A.; Gagnon, M. Karen J; Sutcliffe, Julie.

In: Bioconjugate Chemistry, Vol. 17, No. 4, 07.2006, p. 1017-1021.

Research output: Contribution to journalArticle

Marik, J, Hausner, SH, Fix, LA, Gagnon, MKJ & Sutcliffe, J 2006, 'Solid-phase synthesis of 2-[18F]fluoropropionyl peptides', Bioconjugate Chemistry, vol. 17, no. 4, pp. 1017-1021. https://doi.org/10.1021/bc0600564
Marik, Jan ; Hausner, Sven H. ; Fix, Lauren A. ; Gagnon, M. Karen J ; Sutcliffe, Julie. / Solid-phase synthesis of 2-[18F]fluoropropionyl peptides. In: Bioconjugate Chemistry. 2006 ; Vol. 17, No. 4. pp. 1017-1021.
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