The Use of a Supported Base and Strong Cation Exchange (SCX) Chromatography to Prepare a Variety of Structurally-Diverse Molecular Libraries Prepared by Solution-Phase Methods

Abstract

The preparation of molecular libraries of aminomethylbiaryls, allylic amines, and ethanolamines using solution-phase methodology is described. In particular, the use of a solid-supported base reagent (PTBD resin) and strong cation exchange(SCX) resin to effect 'catch and release' purification across these diverse libraries is highlighted.

GC-Targeted C8-Linked Pyrrolobenzodiazepine–Biaryl Conjugates with Femtomolar in Vitro Cytotoxicity and in Vivo Antitumor Activity in Mouse Models

“…The 3-(dimethylamino)propyl side chain within all intermediates and final library members assisted with their purification using a "catch and release" method based on sulfonic acid-containing SCX resins. 38 The dimeric Type 2 biaryl polyamides were prepared from different biaryl units as shown in Scheme 2. Four different biaryl amine building blocks containing a 3-(dimethylamino)propyl tail were synthesized and coupled to a variety of commercially available biaryl carboxylic acids.…”

“…As with the Type 1 library, from intermediate 17 onward, each library member was purified by the catch and release method using sulfonic acid-based SCX resins. 38 Fluorescent Intercalation Displacement (FID) Assay. The novel Type 1 and Type 2 biaryl polyamides were screened against a 512-member combinatorial DNA hairpin library containing all possible permutations of five base pairs using an optimized version of Boger's fluorescence-based intercalator displacement (FID) assay 36,39 with a 1:2 molar ratio of oligonucleotide to ligand.…”

Novel Water-Soluble Calix[4,6]arene Appended Magnetic Nanoparticles for the Removal of the Carcinogenic Aromatic Amines

“…The sorbents may be of mineral or organic origin. Among these, modified silicas (C8 and C18), ion exchangers (Organ et al 2002), graphitized carbon black (Vial et al 2001), various polymeric sorbents polystyrene-divinyl benzene (Jung et al 2001), immunosorbents (Delaunay-Bertoncini et al 2001, molecularly imprinted polymers (Andersson and Nicholls 2004), conductive polymers (Bagheri and Saraji 2003), porous polymers (Gawdzik and Matynia 1996), polysaccharides such as chitin (Synowiecki and Al-Khateeb 2003), starch (Yuryev et al 2002) and chitosan (Babel and Kurniawan 2003), etc. are reported.…”

Extraction of carcinogenic aromatic amines from aqueous solution using calix[n]arene derivatives as carrier

“…The sorbents may be of mineral or organic origin. Among these, modified silicas (C 8 and C 18 ), ion exchangers [23], graphitized carbon black [24], various polymeric sorbents polystyrene-divinyl benzene, (PS-DVB) [25], immunosorbents [26], molecularly imprinted polymers [27], conductive polymers [28], porous polymers [29], polysaccharides such as chitin [30,31], starch [32,33] and chitosan [34,35] etc. are reported.…”