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Synthesis of O-(1′-[18F]fluoropropan-2′-yl)-l-tyrosine (1-[18F]FPT) via Ni(II) complex of (S) tyrosine schiff’s base precursor

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Abstract

O-(1′-[18F]fluoropropan-2′-yl)-l-tyrosine (1-[18F]FPT) was synthesized using the Ni(II)-(S)-[N-2-(N′-benzylprolyl)amino]benzophenone-S-tyrosine based precursor. The precursor was synthesized through a two-step process starting from RS-tyrosine, (S)BPB and Ni(II) chloride hexahydrate. The precursor was [18F]radiofluorinated, followed by hydrolysis with 2 M HCl to obtain 1-[18F]FPT. The reaction mixture was purified using neutral alumina column. Radiolabeling efficiency and radiochemical yield (after purification and decay uncorrected) was 60 and 5% respectively. Total time for synthesis was 70 min. This synthesis procedure for (1-[18F]FPT) gave a radiochemical purity of 98% with enantiomeric purity of 93%, and can easily be adapted in any standard 2-[18F]FDG synthesis module.

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Acknowledgements

Our sincere thanks to all scientists and technologists in the Medical Cyclotron Facility, BRIT/BARC, Mumbai for providing [F-18]radioactivity as per our requirements for our experiments. Our special thanks to Dr. Swain, Analytical Chemistry Division, BARC for providing ICP-MS analysis report.

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Authors and Affiliations

  1. Radiation Medicine Centre, Bhabha Atomic Research Centre, Mumbai, 400085, India

    N. Lakshminarayanan, Sharmila Banerjee & M. G. R. Rajan

  2. Department of Atomic Energy, Homi Bhabha National Institute, Mumbai, 400085, India

    N. Lakshminarayanan, Sharmila Banerjee & M. G. R. Rajan

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  1. N. Lakshminarayanan
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  2. Sharmila Banerjee
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  3. M. G. R. Rajan
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Correspondence to M. G. R. Rajan.

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Lakshminarayanan, N., Banerjee, S. & Rajan, M.G.R. Synthesis of O-(1′-[18F]fluoropropan-2′-yl)-l-tyrosine (1-[18F]FPT) via Ni(II) complex of (S) tyrosine schiff’s base precursor. J Radioanal Nucl Chem 314, 483–490 (2017). https://doi.org/10.1007/s10967-017-5416-6

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  • DOI: https://doi.org/10.1007/s10967-017-5416-6

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