Radioiodination of protein using 2,3,5,6-tetrafluorophenyl 3-(nido-carboranyl) propionate (TCP) as a potential bi-functional linker: Synthesis and biodistribution in mice

Appl Radiat Isot. 2009 Jan;67(1):83-7. doi: 10.1016/j.apradiso.2008.07.011. Epub 2008 Jul 24.

Abstract

2,3,5,6-Tetrafluorophenyl 3-(nido-carboranyl) propionate (TCP), as a new potential bi-functional linker for radiohalogenation of proteins or peptides, was synthesized. With this bi-functional linker, the first attempt to conjugate bovine serum albumin (BSA) with (125)I was made and the biodistribution of the conjugated BSA ((125)I-TCP-BSA) was investigated in NIH strain mice. By the use of TCP as the linker, BSA was conjugated with (125)I in a labeling yield of 58-75% and with radiochemical purity of 99.8% after purification by Sephadex(TM) G-50. Even after being kept at room temperature for 72h, the radiochemical purity of (125)I-TCP-BSA was still more than 98%, much higher than that of the directly (125)I-labeled BSA ((125)I-BSA). Meanwhile, biodistribution experiments in mice indicated that the uptake of (125)I with (125)I-TCP-BSA into thyroid was obviously less than that with (125)I-BSA post-injection. All the results implied that the (125)I-conjugated BSA ((125)I-TCP-BSA) was considerably stable in vivo as well as in vitro, and TCP was regarded as a promising bi-functional linker for radiohalogenation of proteins.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Boron Compounds / chemistry*
  • Cross-Linking Reagents / chemistry*
  • Iodine Radioisotopes / pharmacokinetics*
  • Isotope Labeling / methods*
  • Mice
  • Propionates / chemistry*
  • Proteins / chemistry*
  • Proteins / pharmacokinetics
  • Radiopharmaceuticals / chemical synthesis
  • Radiopharmaceuticals / pharmacokinetics
  • Serum Albumin, Bovine / chemistry
  • Serum Albumin, Bovine / pharmacokinetics
  • Tissue Distribution

Substances

  • 2,3,5,6-tetrafluorophenyl 3-(nido-carboranyl)propionate
  • Boron Compounds
  • Cross-Linking Reagents
  • Iodine Radioisotopes
  • Propionates
  • Proteins
  • Radiopharmaceuticals
  • Serum Albumin, Bovine