An approach to the asymmetric synthesis of 18F-labeled analog of l-threo-3,4-dihydroxyphenylserine (6-l-threo-[18F]FDOPS) — a new radiotracer for visualization of norepinephrine transporters by positron emission tomography
O S Fedorova
1
,
V V Orlovskaya
1
,
V I Maleev
2
,
Yu. N. Belokon
2
,
T F Saveleva
2
,
Ch V Chang
3
,
Ch L Chen
3
,
R Sh Liu
3
,
R N Krasikova
1, 4
Publication type: Journal Article
Publication date: 2014-05-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
An asymmetric synthesis method has been suggested as a feasible approach for the preparation of fluorine-18-labeled (T 1/2 110 min) analog of l-threo-3,4-dihydroxyphenylserine, i.e., 6-l-threo-[18F]FDOPS ((2S,3R)-2-amino-3-(2-[18F]fluoro-4,5-dihydroxyphenyl)-3-hydroxypropionic acid), a new radiotracer for the evluation of norepinephrine transporters by positron emission tomography (PET). The approach is based on the condensation reaction of 2-[18F]fluoro-4,5-bis(methoxymethoxy)benzaldehyde with a chiral nickel(II) complex and glycine (Ni-(R)-BPB-Gly) with subsequent removal of protection from hydroxy groups by acid hydrolysis. The radiochemical synthesis includes three steps and can be easily implemented into modern automated modules for the synthesis of radiopharmaceutical agents for PET.
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Fedorova O. S. et al. An approach to the asymmetric synthesis of 18F-labeled analog of l-threo-3,4-dihydroxyphenylserine (6-l-threo-[18F]FDOPS) — a new radiotracer for visualization of norepinephrine transporters by positron emission tomography // Russian Chemical Bulletin. 2014. Vol. 63. No. 5. pp. 1169-1177.
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Fedorova O. S., Orlovskaya V. V., Maleev V. I., Belokon Y. N., Saveleva T. F., Chang C. V., Chen C. L., Liu R. S., Krasikova R. N. An approach to the asymmetric synthesis of 18F-labeled analog of l-threo-3,4-dihydroxyphenylserine (6-l-threo-[18F]FDOPS) — a new radiotracer for visualization of norepinephrine transporters by positron emission tomography // Russian Chemical Bulletin. 2014. Vol. 63. No. 5. pp. 1169-1177.
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TY - JOUR
DO - 10.1007/s11172-014-0567-x
UR - https://doi.org/10.1007/s11172-014-0567-x
TI - An approach to the asymmetric synthesis of 18F-labeled analog of l-threo-3,4-dihydroxyphenylserine (6-l-threo-[18F]FDOPS) — a new radiotracer for visualization of norepinephrine transporters by positron emission tomography
T2 - Russian Chemical Bulletin
AU - Fedorova, O S
AU - Orlovskaya, V V
AU - Maleev, V I
AU - Belokon, Yu. N.
AU - Saveleva, T F
AU - Chang, Ch V
AU - Chen, Ch L
AU - Liu, R Sh
AU - Krasikova, R N
PY - 2014
DA - 2014/05/01
PB - Springer Nature
SP - 1169-1177
IS - 5
VL - 63
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2014_Fedorova,
author = {O S Fedorova and V V Orlovskaya and V I Maleev and Yu. N. Belokon and T F Saveleva and Ch V Chang and Ch L Chen and R Sh Liu and R N Krasikova},
title = {An approach to the asymmetric synthesis of 18F-labeled analog of l-threo-3,4-dihydroxyphenylserine (6-l-threo-[18F]FDOPS) — a new radiotracer for visualization of norepinephrine transporters by positron emission tomography},
journal = {Russian Chemical Bulletin},
year = {2014},
volume = {63},
publisher = {Springer Nature},
month = {may},
url = {https://doi.org/10.1007/s11172-014-0567-x},
number = {5},
pages = {1169--1177},
doi = {10.1007/s11172-014-0567-x}
}
Cite this
MLA
Copy
Fedorova, O. S., et al. “An approach to the asymmetric synthesis of 18F-labeled analog of l-threo-3,4-dihydroxyphenylserine (6-l-threo-[18F]FDOPS) — a new radiotracer for visualization of norepinephrine transporters by positron emission tomography.” Russian Chemical Bulletin, vol. 63, no. 5, May. 2014, pp. 1169-1177. https://doi.org/10.1007/s11172-014-0567-x.