558-63-4Relevant academic research and scientific papers
Studies toward the development of new silicon-containing building blocks for the direct 18F-labeling of peptides
Dialer, Lukas O.,Selivanova, Svetlana V.,Müller, Carmen J.,Müller, Adrienne,Stellfeld, Timo,Graham, Keith,Dinkelborg, Ludger M.,Kr?mer, Stefanie D.,Schibli, Roger,Reiher, Markus,Ametamey, Simon M.
, p. 7552 - 7563 (2013/11/06)
Silicon-containing prosthetic groups have been conjugated to peptides to allow for a single-step labeling with 18F radioisotope. The fairly lipophilic di-tert-butylphenylsilane building block contributes unfavorably to the pharmacokinetic profile of bombesin conjugates. In this article, theoretical and experimental studies toward the development of more hydrophilic silicon-based building blocks are presented. Density functional theory calculations were used to predict the hydrolytic stability of di-tert-butylfluorosilanes 2-23 with the aim to improve the in vivo properties of 18F-labeled silicon-containing biomolecules. As a further step toward improving the pharmacokinetic profile, hydrophilic linkers were introduced between the lipophilic di-tert-butylphenylsilane building block and the bombesin congeners. Increased tumor uptake was shown with two of these peptides in xenograft-bearing mice using positron emission tomography and biodistribution studies. The introduction of a hydrophilic linker is thus a viable approach to improve the tumor uptake of 18F-labeled silicon-bombesin conjugates.
Structure of C, N-chelated nButyltin(IV) fluorides and their use as fluorinating agents of some chlorosilanes, chlorophosphine and metal halides
?vec, Petr,Novák, Petr,Nádvorník, Milan,Padělková, Zdeňka,Císa?ová, Ivana,Kolá?ová, Lenka,R??i?ka, Ale?,Hole?ek, Jaroslav
, p. 1390 - 1395 (2008/09/18)
The tin atom in the solid-state structure of {2-[(CH3)2NCH2]C6H4}nBu2SnF is five coordinated with carbon atoms in equatorial and fluorine and nitrogen atoms in axial positions. The fluorina
18F-labeling of peptides by means of an organosilicon-based fluoride acceptor
Schirrmacher, Ralf,Bradtmoeller, Gerrit,Schirrmacher, Esther,Thews, Oliver,Tillmanns, Julia,Siessmeier, Thomas,Buchholz, Hans G.,Bartenstein, Peter,Waengler, Bjoern,Niemeyer, Christof M.,Jurkschat, Klaus
, p. 6047 - 6050 (2007/10/03)
(Chemical Equation Presented) F on: Fluorotriorganosilyl-derivatized Tyr3-octreotate was labeled with 18F- providing the first practical formulation in 18F-radiochemistry for the labeling of a peptide (see schem
Rate increases in the fluorination of bulky chlorosilanes caused by ultrasound or by water
Lickiss, Paul D.,Lucas, Ronan
, p. 167 - 172 (2007/10/03)
The conversion of bulky chlorosilanes to fluorosilanes under anhydrous conditions with hexafluorosilicate salts is accelerated by ultrasound. The fluorination of sterically hindered chlorosilanes such as tBuPh2SiCl, in the absence of ultrasound, is greatly accelerated by the addition of water to the reaction mixture.
(p-d) ? Bonding in Fluorosilanes? Gas-Phase Structures of (CH3)4-nSiFn with n = 1-3 and of t-Bu2SiF2
Rempfer, Beate,Oberhammer, Heinz,Auner, Norbert
, p. 3893 - 3897 (2007/10/02)
The gas-phase structures (rg values) of the methylfluorosilanes (CH3)4-nSiFn with n = 1-3 and of di-tert-butyl-difluorosilane, t-Bu2SiF2, have been determined by electron diffraction.In the case of CH3SiF3 the microwave rotational constant was included in the structure analysis.In the methylfluorosilane series a steady decrease of Si-F and Si-C bond lengths is observed with increasing fluorination: Si-F = 1.600(2), 1.586(2), and 1.570(2) Angstroem and Si-C = 1.848(2), 1.836(2), and 1.828(4) Angstroem for (CH3)3SiF, (CH3)2SiF2, and CH3SiF3, respectively.These trends are rationalized by increasing polar contributions and contraction of the silicon valence shell.Ab initio calculations for SiF4 indicate that (p-d) ? bonding is negligible.Substitution of the methyl groups in (CH3)2SiF2 by tert-butyl groups leads to lengthening of Si-F and Si-C bonds and strong variations in the silicon bond angles: Si-F = 1.586(2), 1.606(4) Angstroem; Si-C = 1.836(2), 1.869(3) Angstroem; CSiC = 116.7(6) deg, 125.5(11) deg; and FSiF = 104.6(4) deg, 97.7(8) deg in (CH3)2SiF2 and t-Bu2SiF2, respectively.
