volume 50 issue 6 pages 1025-1032

Enzymatic synthesis of no-carrier-added 6-[18F]fluoro-l-dopa with β-tyrosinase

Shoji Kaneko 1
KIICHI ISHIWATA 2
Kentaro Hatano 3
Hironori Omura 4
Kengo Ito 3
M. Senda 2
3
 
Department of Biofunctional Research, National Institute for Longevity Sciences, Gengo, Morioka-cho, Obu, Aichi 474-8522, Japan
4
 
Research Laboratory, Ikeda Food Research Co., Ltd., 95-7 Minooki-cho, Fukuyama, Hiroshima 721-8558, Japan
Publication typeJournal Article
Publication date1999-06-01
scimago Q2
wos Q2
SJR0.408
CiteScore3.2
Impact factor1.8
ISSN09698043, 18729800
Radiation
Abstract
An enzymatic synthesis of nca 6-[18F]fluoro-L-dopa has been developed. The process consists of a chemical synthesis of 4-[18F]fluorocatechol and its enzymatic reaction with beta-tyrosinase. The 4-[18F]fluorocatechol was prepared by nucleophilic aromatic substitution of the NO2 group on 6-nitroveratoraldehyde with [K/222]+18F-, followed by decarbonylation with tris(triphenylphosphine) rhodium(I) chloride and hydrolysis with hydroiodic acid. By C18 Sep-Pak purification, 4-[18F]fluorocatechol was obtained in ethanol with a radiochemical yield of 9.2%. An enzymatic reaction of 4-[18F]fluorocatechol, ammonium and pyruvate catalyzed by beta-tyrosinase in an ethanolic Tris-HCl buffer (pH 9.0) containing ascorbate gave within 5 min 6-[18F]fluoro-L-dopa with an approximate radiochemical yield of 60% without any isomers. The deproteinized reaction mixture was applied to a preparative reverse phase column, and the radiochemically and enantiomerically pure 6-[18F]fluoro-L-dopa was obtained with a radiochemical yield of 2.0% based on [18F]F- (decay-corrected). The synthesis time was 150 min from the EOB and the specific activity was > 200 GBq/micromol.
Found 
Found 

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GOST Copy
Kaneko S. et al. Enzymatic synthesis of no-carrier-added 6-[18F]fluoro-l-dopa with β-tyrosinase // Applied Radiation and Isotopes. 1999. Vol. 50. No. 6. pp. 1025-1032.
GOST all authors (up to 50) Copy
Kaneko S., ISHIWATA K., Hatano K., Omura H., Ito K., Senda M. Enzymatic synthesis of no-carrier-added 6-[18F]fluoro-l-dopa with β-tyrosinase // Applied Radiation and Isotopes. 1999. Vol. 50. No. 6. pp. 1025-1032.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/S0969-8043(98)00173-0
UR - https://doi.org/10.1016/S0969-8043(98)00173-0
TI - Enzymatic synthesis of no-carrier-added 6-[18F]fluoro-l-dopa with β-tyrosinase
T2 - Applied Radiation and Isotopes
AU - Kaneko, Shoji
AU - ISHIWATA, KIICHI
AU - Hatano, Kentaro
AU - Omura, Hironori
AU - Ito, Kengo
AU - Senda, M.
PY - 1999
DA - 1999/06/01
PB - Elsevier
SP - 1025-1032
IS - 6
VL - 50
PMID - 10391715
SN - 0969-8043
SN - 1872-9800
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{1999_Kaneko,
author = {Shoji Kaneko and KIICHI ISHIWATA and Kentaro Hatano and Hironori Omura and Kengo Ito and M. Senda},
title = {Enzymatic synthesis of no-carrier-added 6-[18F]fluoro-l-dopa with β-tyrosinase},
journal = {Applied Radiation and Isotopes},
year = {1999},
volume = {50},
publisher = {Elsevier},
month = {jun},
url = {https://doi.org/10.1016/S0969-8043(98)00173-0},
number = {6},
pages = {1025--1032},
doi = {10.1016/S0969-8043(98)00173-0}
}
MLA
Cite this
MLA Copy
Kaneko, Shoji, et al. “Enzymatic synthesis of no-carrier-added 6-[18F]fluoro-l-dopa with β-tyrosinase.” Applied Radiation and Isotopes, vol. 50, no. 6, Jun. 1999, pp. 1025-1032. https://doi.org/10.1016/S0969-8043(98)00173-0.