References of "Journal of Fluorine Chemistry"
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See detailClickable PEG conjugate obtained by ‘‘clip’’ photochemistry: Synthesis and
Pourcelle, Vincent; Le Duff, Cécile S.; Freichels, Hélène et al

in Journal of Fluorine Chemistry (2012), 140

In this paper, we describe a grafting methodology associated to a quantitative 19F NMR method (qNMR) for the conjugation of small molecules on a PEG building block aimed at click chemistry applications in ... [more ▼]

In this paper, we describe a grafting methodology associated to a quantitative 19F NMR method (qNMR) for the conjugation of small molecules on a PEG building block aimed at click chemistry applications in the domain of drug delivery systems. Acetylenic PEG (PEG-yne) was first derivatized with a fluorinated benzyl amine (TagF6) by means of photografting of a trifluoromethylphenyl diazirine bifunctional linker (TPD-clip). The amount of TagF6 grafted on PEG-yne was calculated by NMR using an internal standard (trifluoroethanol) and adjusting of the acquisition and processing parameters. NMR is used as a valuable alternative to the complex procedures often employed for the quantification of functionalities on biomaterials. The accuracy of the qNMR methodology was attested by controlling its linearity, the determination of limits of quantification and the percentage of recovery. A good assessment of the TagF6 grafting rates was obtained after taking into account the inherent unspecific adsorption that occurs on materials. This versatile methodology that combines simple chemistry and a common analytical tool was, in a second time, applied to the preparation of a PEG conjugated with a RGD (Arg-Gly-Asp) peptidomimetic in a controlled manner. [less ▲]

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See detailSynthesis and hydrolytic stability of novel 3-[18F]fluoroethoxybis(1-methylethyl)silyl]propanamine-based prosthetic groups
Balentova, Eva; Collet, Charlotte; Lamande-Langle, Sandrine et al

in Journal of Fluorine Chemistry (2011), 132(4), 250-257

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 ... [more ▼]

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. [less ▲]

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See detailEnantioselective syntheses of no-carrier-added (nca) (S)-4-chloro-2 F-18 fluorophenylalanine and (S)-(alpha-methyl)-4-chloro-2 F-18 fluorophenylalanine
Al-Darwich, M. J.; Plenevaux, Alain ULg; Lemaire, Christian ULg et al

in Journal of Fluorine Chemistry (1996), 80(2), 117-124

(S)-4-Chloro-2-fluorophenylalanine and (S)-( a-methyl)-4-chloro-2-fluorophenylalanine were synthesized and labeled with no carrier added (n.c.a.) fluorine-18 through a radiochemical synthesis relying on ... [more ▼]

(S)-4-Chloro-2-fluorophenylalanine and (S)-( a-methyl)-4-chloro-2-fluorophenylalanine were synthesized and labeled with no carrier added (n.c.a.) fluorine-18 through a radiochemical synthesis relying on the highly enantioselective reaction between 4-chloro-2-[18F] fluorobenzyl iodide and the lithium enolate of (2s) -1-( tert-butyloxycarbonyl) -2-( tert-butyl)-3-methyl- 1,3-imidazolidine-4-one for (S) -4-chloro-2- [18F] fluorophenylalanine and (2S,5S)-1-( tert-butyloxycarbonyl) -2-( tert-butyl) -3,5-dimethyl- 1,3-imidazolidine-4-one for (S) -( a-methyl) -4-chloro-2- [18F] fluorophenylalanine. Quantities of about 20-25 mCi were obtained at the end of synthesis, ready for injection after hydrolysis and high performance liquid chromatography (HPLC) purification, with a radiochemical yield of 17%-20% corrected to the end of bombardment after a total synthesis time of 90-105 min from [18F] fluoride. The enantiomeric excesses were shown to be 97% or more for both molecules without chiral separation and the radiochemical and chemical purities were 98% or better. [less ▲]

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See detailNO-CARRIER-ADDED (NCA) ARYL [F-18] FLUORIDES VIA THE NUCLEOPHILIC AROMATIC-SUBSTITUTION OF ELECTRON-RICH AROMATIC RINGS
DING, Y. S.; SHIUE, C. Y.; FOWLER, J. S. et al

in Journal of Fluorine Chemistry (1990), 48(2), 189-205

Nucleophilic aromatic substitution by [18F]fluoride ion has been demonstrated on rings containing electron donating groups in addition to the necessary electron withdrawing and leaving groups.

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