글로벌 연구동향
분자영상 및 방사화학
- 2018년 03월호
[Appl Radiat Isot.] One-pot radiosynthesis of O-[18F]fluoromethyl-D-tyrosine via intra-molecular nucleophilic 18F-fluorination with 1,2,3-triazolium triflate salt precursor.서울대 / 김호영, 정재민*
- 출처
- Appl Radiat Isot.
- 등재일
- 2018 Feb
- 저널이슈번호
- 132:105-109. doi: 10.1016/j.apradiso.2017.11.025. Epub 2017 Nov 21.
- 내용
Abstract
A radiolabeled amino acid O-[18F]fluoromethyl-D-tyrosine (D-[18F]FMT) has been reported to show high tumor uptake. However, introduction of [18F]fluoromethyl group was difficult and was an issue to be solved. We solved it by using a precursor containing 1,2,3-triazolium salt. D-[18F]FMT was synthesized from (R)-1-((4-(2-((tert-butoxycarbonyl)amino)-3-((3,4-dimethylbenzyl)oxy)-3-oxopropyl)phenoxy)methyl)-3-methyl-4-phenyl-1H-1,2,3-triazol-3-ium trifluoromethanesulfonate via intra-molecular 18F-fluorination and subsequent removal of the protecting groups. The total synthesis time was 65min (including purification) and the overall radiochemical yield was 9% based on the isolated product (not decay-corrected). The resulting D-[18F]FMT was obtained with high radiochemical purity (> 99%) and specific activity (100-150 GBq/μmol). D-[18F]FMT also achieved excellent results in pharmacological evaluation such as stability test and protein binding assay. We expect that this simple one-pot labeling method would help using D-[18F]FMT more widely.
Author informationKim HY1, Park C2, Lee JY3, Chi DY4, Lee YS1, Jeong JM5.
1
Department of Nuclear Medicine, Seoul National University College of Medicine, Seoul, Republic of Korea.
2
Department of Chemistry, Sogang University, Seoul, Republic of Korea.
3
Department of Nuclear Medicine, Seoul National University College of Medicine, Seoul, Republic of Korea; Department of Biomedical Sciences, Seoul National University Graduate School, Seoul, Republic of Korea.
4
Department of Chemistry, Sogang University, Seoul, Republic of Korea. Electronic address: daeyoon.chi@futurechem.co.kr.
5
Department of Nuclear Medicine, Seoul National University College of Medicine, Seoul, Republic of Korea; Department of Biomedical Sciences, Seoul National University Graduate School, Seoul, Republic of Korea; Cancer Research Institute, Seoul National University, Seoul, Republic of Korea. Electronic address: jmjng@snu.ac.kr.
- 키워드
- 1,2,3-triazolium salt; D-[(18)F]fluoromethyl tyrosine; Intra-molecular fluorination; Tumor imaging
- 덧글달기