Module-assisted one-pot synthesis of [18F]SFB for radiolabeling proteins

  • Ming-Wei Wang
  • Yong-Ping Zhang
  • Ying-Jian Zhang
  • Clifton Kwang-Fu Shen


The need of reliable production of N-succinimidyl 4-[18F]fluorobenzoate ([18F]SFB), a versatile 18F-labeled prosthetic group for protein labeling, has increased dramatically due to the easy availability of proteins or their engineered derivatives for targeted molecular imaging. A module-assisted radiosynthesis of [18F]SFB was developed using a three-step, one-pot procedure and ethyl 4-(trimethylammonium)benzoate triflate (1) as the starting material. The radiochemical transformations were carried out in a general-purpose, custom-made module and streamlined by an anhydrous deprotection strategy using t-BuOK/DMSO. After HPLC-purification, [18F]SFB was synthesized in radiochemical yields of 20–30% (n > 10, not decay-corrected) and excellent radiochemical and chemical purities (>98%). The total synthesis and purification time required is ~90 min. Using the purified [18F]SFB, three 18F-labeled proteins, bovine serum albumin (BSA), chicken egg albumin (CEA) and transferrin, were synthesized in yields of 61.0–79.5%. The 18F-Annexin V for apoptosis imaging was also produced in 5% radiolabeling yield and >95% radiochemical purity.


[18F]SFB Radiosynthesis One-pot Module Protein 18F-labeling 



This work was supported by the National Natural Science Foundation of China (No. 30700188) and Key Project of Shanghai Committee of Science and Technology, China (No. 08411954200).


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Copyright information

© Akadémiai Kiadó, Budapest, Hungary 2011

Authors and Affiliations

  • Ming-Wei Wang
    • 1
    • 2
    • 3
  • Yong-Ping Zhang
    • 1
    • 2
    • 3
  • Ying-Jian Zhang
    • 1
    • 2
    • 3
  • Clifton Kwang-Fu Shen
    • 4
    • 5
    • 6
  1. 1.Department of Nuclear MedicineFudan University Shanghai Cancer CenterShanghaiChina
  2. 2.Department of Oncology, Shanghai Medical CollegeFudan UniversityShanghaiChina
  3. 3.The Joint Center For Biomedical Imaging of Department of Chemistry and Institute of Biomedical Science and Shanghai Cancer CenterFudan UniversityShanghaiChina
  4. 4.Department of Molecular and Medical PharmacologyDavid Geffen School of Medicine at University of California Los Angeles (UCLA)Los AngelesUSA
  5. 5.Crump Institute for Molecular Imaging (CIMI) David Geffen School of Medicine at University of California Los Angeles (UCLA)Los AngelesUSA
  6. 6.California NanoSystems Institute (CNSI)University of California Los Angeles (UCLA)Los AngelesUSA

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