Synthesis and hydrolytic stability of novel 3-[18F]fluoroethoxybis(1-methylethyl)silyl]propanamine-based prosthetic groups

Balentova, Eva; Collet, Charlotte; Lamande-Langle, Sandrine; Chretien, Françoise; Thonon, David; Aerts, Joël; Lemaire, Christian; Luxen, André; Chapleur, Yves

doi:10.1016/j.jfluchem.2011.01.011

Article (Scientific journals)

Synthesis and hydrolytic stability of novel 3-[18F]fluoroethoxybis(1-methylethyl)silyl]propanamine-based prosthetic groups

Balentova, Eva; Collet, Charlotte; Lamande-Langle, Sandrine et al.

2011 • In Journal of Fluorine Chemistry, 132 (4), p. 250-257

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10.1016/j.jfluchem.2011.01.011

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Abstract :

[en] Two new silicon-based prosthetic groups, derived from 3-[ethoxybis(1-methylethyl)silyl]propanamine, have been prepd. in good yields. These silicon groups bearing an acid or an azide group were coupled to a model tripeptide (Leu-Gly- Gly) either through a classical amide bond formation or through "click chem." via the Huisgen cycloaddn. The radiolabeling with fluorine-18 by substitution of the ethoxy group at silicon has been carried out with success in 51-54% decay cor. radiochem. yields. Radiolabeled peptides were easily prepd. by direct 18F-fluorination of the silicon-bearing tripeptide or by coupling the peptide with a radiolabeled silicon-based prosthetic group. Their stabilities in physiol. medium were studied and proved poor.

Disciplines :

Chemistry

Author, co-author :

Balentova, Eva

Collet, Charlotte

Lamande-Langle, Sandrine

Chretien, Françoise

Thonon, David ; Université de Liège - ULiège > Centre de recherches du cyclotron

Aerts, Joël ; Université de Liège - ULiège > Centre de recherches du cyclotron

Lemaire, Christian ; Université de Liège - ULiège > Centre de recherches du cyclotron

Luxen, André ; Université de Liège - ULiège > Département de chimie (sciences) > Chimie organique de synthèse

Chapleur, Yves

Language :

English

Title :

Synthesis and hydrolytic stability of novel 3-[18F]fluoroethoxybis(1-methylethyl)silyl]propanamine-based prosthetic groups

Publication date :

2011

Journal title :

Journal of Fluorine Chemistry

ISSN :

0022-1139

Publisher :

Elsevier Science

Volume :

132

Issue :

Pages :

250-257

Peer reviewed :

Peer Reviewed verified by ORBi

Available on ORBi :

since 11 November 2011

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