Towards stereoselective radiosynthesis of ?-[11C]methylsubtituted aromatic ?-amino acids ? a challenge of creation of quaternary asymmetric centre in a very short time.

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F07%3A00006287" target="_blank" >RIV/00216275:25310/07:00006287 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Towards stereoselective radiosynthesis of ?-[11C]methylsubtituted aromatic ?-amino acids ? a challenge of creation of quaternary asymmetric centre in a very short time.

Original language description

In positron emission tomography (PET) a-methyl amino acids have two potential applications: As analogues of neutransmitter precursors for the study of neurodegenerative diseases, and as non-metabolised analogues of proteinogenic amino acids for the studyof amino acid uptake into normal and cancer cells. Clinical applications of such amino acids are strongly limited due to their poor availability. We carried out [11C]methylation of metalocomplex synthons derived from protected DOPA or tyrosine. For [11C]methylation, sodium hydroxide (5mg of fine dry powder) was sealed in a vial, which was flushed with dry nitrogen before addition of a solution of the complex (10 mg) and 11CH3I in 1,3-dimethylimidazolidin-2-one (300 ml). After 10 min at 258C, a 9% radiochemical yield (decay-corrected) of a mixture of the diastereomeric a-[11C]methylDOPA complexes or a 7% radiochemical yield of a mixture of the diastereomeric a-[11C]methyltyrosine complexes was achieved. Individual diastereomers were suc

Czech name

Towards stereoselective radiosynthesis of ?-[11C]methylsubtituted aromatic ?-amino acids ? a challenge of creation of quaternary asymmetric centre in a very short time.

Czech description

In positron emission tomography (PET) a-methyl amino acids have two potential applications: As analogues of neutransmitter precursors for the study of neurodegenerative diseases, and as non-metabolised analogues of proteinogenic amino acids for the studyof amino acid uptake into normal and cancer cells. Clinical applications of such amino acids are strongly limited due to their poor availability. We carried out [11C]methylation of metalocomplex synthons derived from protected DOPA or tyrosine. For [11C]methylation, sodium hydroxide (5mg of fine dry powder) was sealed in a vial, which was flushed with dry nitrogen before addition of a solution of the complex (10 mg) and 11CH3I in 1,3-dimethylimidazolidin-2-one (300 ml). After 10 min at 258C, a 9% radiochemical yield (decay-corrected) of a mixture of the diastereomeric a-[11C]methylDOPA complexes or a 7% radiochemical yield of a mixture of the diastereomeric a-[11C]methyltyrosine complexes was achieved. Individual diastereomers were suc

Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CA - Inorganic chemistry

OECD FORD branch

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Project

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Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2007

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of Labelled Compounds and Radiopharmaceuticals

ISSN

0362-4803

e-ISSN

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Volume of the periodical

50

Issue of the periodical within the volume

2

Country of publishing house

GB - UNITED KINGDOM

Number of pages

5

Pages from-to

370-374

UT code for WoS article

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EID of the result in the Scopus database

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