Preparative scale and convenient synthesis of a water-soluble, deep cavitand

2016 ◽  
Vol 11 (8) ◽  
pp. 1371-1387 ◽  
Author(s):  
Simone Mosca ◽  
Yang Yu ◽  
Julius Rebek
2000 ◽  
Vol 65 (16) ◽  
pp. 5059-5062 ◽  
Author(s):  
Walter J. Dressick ◽  
Clifford George ◽  
Susan L. Brandow ◽  
Terence L. Schull ◽  
D. Andrew Knight

1995 ◽  
Vol 131 (1) ◽  
pp. 125-135 ◽  
Author(s):  
S Parpal ◽  
J Gustavsson ◽  
P Strålfors

A phosphooligosaccharide has been proposed as a second messenger of insulin. It is believed to be structurally related to the carbohydrate moiety of phosphatidylinositol glycan anchors of many cell surface proteins. Herein we demonstrate that [32]phosphate in freshly isolated adipocytes and [3H]galactose in cultured hepatoma cells (H4IIE) labeled the same set of three different glycolipids. With all three, the radiolabel was made water soluble by phosphatidylinositol(glycan)-specific phospholipase C or D catalyzed hydrolysis. We isolated the three phospholipase C-released substances. One of them was susceptible to nitrous acid deamination, indicative of a hexosamine with a free amino group. This phosphooligosaccharide structure had an apparent molecular mass between tetra- and pentaglucose by gel filtration. By anion-exchange chromatography it was separated into two differently charged and interconvertible species. Adipocytes stimulated with insulin accumulated the nitrous acid sensitive phosphooligosaccharide: after stimulation the intracellular level of free phosphooligosaccharide increased threefold within 5 min, fell off during the next few minutes and then remained at a slightly elevated level. After insulin stimulation the intracellular concentration of free phosphooligosaccharide was > 1,000-fold higher than in the incubation medium. When prepared from rat livers on a preparative scale, the oligosaccharide was also found to exhibit insulinomimetic effects on protein phosphorylation of insulin target proteins in intact adipocytes. After subcellular fractionation of adipocytes the lipid-bound [32P]phosphooligosaccharide of the plasma membrane was found to be localized in plasma membrane domains apparently corresponding to caveolae. Lipid-bound [32P]phosphooligosaccharide was found also in the microsomal fraction.


2019 ◽  
Vol 23 (11n12) ◽  
pp. 1273-1285 ◽  
Author(s):  
Kalani Kariyawasam ◽  
Rémy Ricoux ◽  
Jean-Pierre Mahy

In the last few years, the field of artificial hemoproteins has been expanding through two main strategies involving either the incorporation of synthetic metalloporphyrin derivatives into the chiral cavity of a protein or the directed evolution of natural hemoproteins such as myoglobin and cytochromes P450. First, various synthetic water-soluble porphyrins including ions of transition metals such as iron and manganese have been inserted covalently or by supramolecular anchoring into non-specifically designed native proteins or into proteins modified by a minimum number of mutations. The obtained artificial hemoproteins were able to catalyze oxene transfer reactions such as epoxidation of alkenes or sulfoxidation of sulfides and cyclopropanation reactions with good activities and moderate enantioselectivities. Recently, a second approach, based on the design of the active site of already existing native hemoproteins such as myoglobin and cytochromes P450 by directed evolution, has led to new artificial hemoproteins that are able to catalyze oxene transfer reactions with improved activities as well as with abiological reactions. This approach thus provided promising tools for the catalysis of reactions such as intramolecular or intermolecular carbene and nitrene transfer reactions with high efficiencies. In addition, in all cases, after a few rounds of mutagenesis, mutants that were able to catalyze those reactions with a high enantioselectivity could be obtained. Finally, several groups showed that these new artificial metalloenzymes could also be used for the preparative scale-production of compounds with an excellent enantioselectivity, opening new pathways for the industrial synthesis of compounds of pharmaceutical interest.


Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4754
Author(s):  
Grzegorz M. Salamończyk

Reasonably simple, efficient, and possessing aspects of generality, the methodology for the synthesis of new, water-soluble, dendrimeric polyesters with great potential applications as antiviral drugs in their own right is described. The essential aspect of the presented approach is a quite unique, immediate access to the polyanionic material at each generation during divergent synthesis. Six target polyanionic dendrimers (generations 1, 2, and 3) have been synthesized. The key monomers applied in this project were 1,3,5-benzenetricarboxylic acid derivatives, which also worked as direct precursors of the charged dendrimer surface.


2002 ◽  
Vol 344 (3-4) ◽  
pp. 393-398 ◽  
Author(s):  
Rémi Amengual ◽  
Emilie Genin ◽  
Véronique Michelet ◽  
Monique Savignac ◽  
Jean-Pierre Genêt

1995 ◽  
Vol 34 (6) ◽  
pp. 1524-1527 ◽  
Author(s):  
Gerald E. Bossard ◽  
Michael J. Abrams ◽  
Marilyn C. Darkes ◽  
Jean F. Vollano ◽  
Robert C. Brooks

1961 ◽  
Vol 26 (7) ◽  
pp. 2525-2528 ◽  
Author(s):  
John Sheehan ◽  
Philip Cruickshank ◽  
Gregory Boshart

Sensors ◽  
2020 ◽  
Vol 20 (16) ◽  
pp. 4488
Author(s):  
Gregory E. Fernandes ◽  
Ya-Wen Chang ◽  
Akash Sharma ◽  
Sarah Tutt

We report a simple and versatile approach to assemble sensitive and selective fluorescence “turn-on” sensors for cyanide by combining three off-the-shelf materials; namely fluorescent dye, 1-vinyl imidazole polymer, and cupric chloride. The cyanide-sensing species is a non-fluorescent fluorophore-polymer-Cu2+ complex; which forms as a result of the imidazole polymer’s ability to bind both fluorophore and fluorescence quencher (Cu2+). Cyanide removes Cu2+ from these complexes; thereby “turning-on” sensor fluorescence. These sensors are water-soluble and have a detection limit of ~2.5 μM (CN−) in water. Our ternary complex-based sensing approach also enables facile emission tuning; we demonstrate the convenient, synthesis-free preparation of blue and green-emitting sensors using distyrylbiphenyl and fluorescein fluorophores, respectively. Furthermore; these ternary complexes are easily immobilized using agarose to create cyanide-sensing hydrogels; which are then used in a simple; novel microdiffusion apparatus to achieve interference-free cyanide analysis of aqueous media. The present study provides an inexpensive approach for portable; interference-free cyanide detection.


Sign in / Sign up

Export Citation Format

Share Document