Polycations. IX. Polyammonium derivatives of cyclodextrins: syntheses and binding to organic oxyanions

Abstract

A series of polycationic derivatives of α‐ and β‐cyclodextrin have been synthesized. Their interactions for inclusive binding of series of organic phosphorus oxyanions and anions of biological α‐amino acids have been investigated using NMR techniques. Determinations of association constants and orientation of guest anion binding to the host polycationic cyclodextrin derivatives have been performed. © 2000 John Wiley & Sons, Inc. Heteroatom Chem 11:546–555, 2000

Optimization of application procedure for fixation of monocationic salt onto cotton with antibacterial activity

“…Techniques used to impart antimicrobial activity generally involve solubilization of active agents onto the fiber, graft polymerization, treatment with resins or cross-linking agents, coating, or microencapsulation [4,5]. Phenolic compounds, synthetic agents such as metal quaternary ammonium compounds, triclosan, and halogen based compounds are generally the basis of available commercial antimicrobial products [1].…”

1,4-Diazabicyclo[2.2.2]octane Derivatives: A Novel Class of Voltage-Gated Potassium Channel Blockers

“…1A) was purchased from Sigma-Aldrich Co. and used without further purification, as were the halogen-containing reagents. Modifications of prior reported synthesis procedures were used (Fabian et al, 1997;Cohen et al, 1999Cohen et al, , 2000Cohen et al, , 2004Engel et al, 1999;Strekas et al, 1999;Abel et al, 2002Abel et al, , 2003Behaj et al, 2002;Cohen and Engel, 2002). In general, DABCO was taken in reaction with a suitably functionalized haloalkane in an inert solvent (typically ethanol, unless limited reaction on the DABCO was desired, in which instances ethyl acetate was used).…”

“…For example, arrays of quaternized DABCO units along a linear aliphatic chain can modify the conformation of double stranded DNA Engel et al, 1999;Strekas et al, 1999). Quaternized DABCO units bound to cyclodextrins are capable of high-efficiency binding of amino acid and protein anion species (Cohen et al, 2000). Quaternized DABCO units bound to a cellulose surface can modify interactions with amino acid and protein species (Behaj et al, 2002).…”

Glycoside-Based Ionic Liquids

“…These "polycations" were of particular interest given our involvement in the construction and use for a variety of purposes of polyammonium and polyphosphonium salts. Polyammonium and polyphosphonium salts in several geometric categories were prepared, including dendrimers (Rengan & Engel 1990;Engel et al 1991;Engel 1992;Rengan & Engel 1992;Engel et al 1993a;Engel et al 1993b;Engel 1995;Cherestes & Engel 1994;Cherestes et al 1998), linear cationic arrays, "strings" (Fabian et al 1997;Shevchenko & Engel 1998;Strekas et al 1999;Engel et al 1999;Cohen et al 1998;Gordon et al 2006), and cyclic systems, "rings" Cohen et al 2000a;Cohen et al 2000b). Examples of these categories of polycationic species are illustrated in Figures Efforts using the cyclodextrins led to increasing interest in a variety of carbohydrate monoand polycationic species.…”

“…Examples of these categories of polycationic species are illustrated in Figures Efforts using the cyclodextrins led to increasing interest in a variety of carbohydrate monoand polycationic species. The polycationic cyclodextrin derivatives themselves exhibited most intriguing physical characteristics, particularly with regard to their serving as inclusion agents for a variety of anions (Cohen et al 2000b). It was determined that the host:guest association was of a 1:1 nature, with association constants for guest nucleoside monophosphate anions being generally in the range 5-500; similarly, 1:1 association with acylated amino acids was observed, but with association constants found to be as great as 10 5 .…”