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Journal of labelled compounds & radiopharmaceuticals
03, 2017;60 (3): 168-175.

Fast indirect fluorine-18 labeling of protein/peptide using the useful 6-fluoronicotinic acid-2,3,5,6-tetrafluorophenyl prosthetic group: A method comparable to direct fluorination.

Falguni Basuli, Xiang Zhang, Carolyn C Woodroofe, Elaine M Jagoda, Peter L Choyke, Rolf E Swenson
Author Information
  1. Falguni Basuli: Imaging Probe Development Center, National Heart, Lung, and Blood Institute, National Institutes of Health, Rockville, MD, USA.
  2. Xiang Zhang: Imaging Probe Development Center, National Heart, Lung, and Blood Institute, National Institutes of Health, Rockville, MD, USA.
  3. Carolyn C Woodroofe: Imaging Probe Development Center, National Heart, Lung, and Blood Institute, National Institutes of Health, Rockville, MD, USA.
  4. Elaine M Jagoda: Molecular Imaging Program, National Cancer Institute, National Institutes of Health, Bethesda, MD, USA.
  5. Peter L Choyke: Molecular Imaging Program, National Cancer Institute, National Institutes of Health, Bethesda, MD, USA.
  6. Rolf E Swenson: Imaging Probe Development Center, National Heart, Lung, and Blood Institute, National Institutes of Health, Rockville, MD, USA.
PMID: 27990672 DOI: 10.1002/jlcr.3487

Abstract

Fluorine-18 labeling of biomolecules is mostly performed by an indirect labeling method using a prosthetic group. Fluorine-18 labeled 6-fluoronicotinic acid-2,3,5,6-tetrafluorophenyl ester is a useful prosthetic group to radiolabel a protein. Recently, we reported an improved preparation of this prosthetic group. To test the conjugation efficiency of the labeled ester prepared by this method, we have performed conjugation reactions with a peptide, a protein, and a small molecule. Prostate-specific membrane antigen targeting small molecule [ F]DCFPyL, αvβ3 integrin receptors targeting peptide [ F]c(RGDfK) and [ F]albumin were prepared in good radiochemical yields. The conjugation reactions were completed at 40°C to 50°C in 10 minutes. The overall radiochemical yield was 25% to 43% in 30 to 45 minutes.

Keywords

F-18 peptide protein radiolabeling

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Grants

  1. HHSN261200800001C/CCR NIH HHS
  2. HHSN261200800001E/NCI NIH HHS
  3. Z99 HL999999/Intramural NIH HHS

MeSH Term

Albumins
Amino Acid Sequence
Antigens, Surface
Fluorine Radioisotopes
Glutamate Carboxypeptidase II
Halogenation
Isotope Labeling
Kinetics
Oligopeptides

Chemicals

Albumins
Antigens, Surface
Fluorine Radioisotopes
Oligopeptides
arginyl-glycyl-aspartic acid
FOLH1 protein, human
Glutamate Carboxypeptidase II
Fluorine-18
Journal Article

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