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Rapid one-step 18F-radiolabeling of biomolecules in aqueous media by organophosphine fluoride acceptors

Author

Listed:
  • Huawei Hong

    (Xiamen University)

  • Lei Zhang

    (Tianjin Chengjian University)

  • Fang Xie

    (Fudan University)

  • Rongqiang Zhuang

    (Xiamen University)

  • Donglang Jiang

    (Fudan University)

  • Huanhuan Liu

    (Xiamen University)

  • Jindian Li

    (Xiamen University)

  • Hongzhang Yang

    (Xiamen University)

  • Xianzhong Zhang

    (Xiamen University)

  • Liming Nie

    (Xiamen University)

  • Zijing Li

    (Xiamen University)

Abstract

Currently, only a few 18F-radiolabeling methods were conducted in aqueous media, with non-macroelement fluoride acceptors and stringent conditions required. Herein, we describe a one-step non-solvent-biased, room-temperature-driven 18F-radiolabeling methodology based on organophosphine fluoride acceptors. The high water tolerance for this isotope-exchange-based 18F-labeling method is attributed to the kinetic and thermodynamic preference of F/F over the OH/F substitution based on computational calculations and experimental validation. Compact [18/19F]di-tert-butyl-organofluorophosphine and its derivatives used as 18F-labeling synthons exhibit excellent stability in vivo. The synthons are further conjugated to several biomolecular ligands such as c(RGDyk) and human serum albumin. The one-step labeled biomolecular tracers demonstrate intrinsic target imaging ability and negligible defluorination in vivo. The current method thus offers a facile and efficient 18F-radiolabeling pathway, enabling further widespread application of 18F.

Suggested Citation

  • Huawei Hong & Lei Zhang & Fang Xie & Rongqiang Zhuang & Donglang Jiang & Huanhuan Liu & Jindian Li & Hongzhang Yang & Xianzhong Zhang & Liming Nie & Zijing Li, 2019. "Rapid one-step 18F-radiolabeling of biomolecules in aqueous media by organophosphine fluoride acceptors," Nature Communications, Nature, vol. 10(1), pages 1-7, December.
    • Handle: RePEc:nat:natcom:v:10:y:2019:i:1:d:10.1038_s41467-019-08953-0
    DOI: 10.1038/s41467-019-08953-0
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