Artificial Receptor Compounds for Chiral Recognition

Synthesis and pKa determination of new enantiopure dimethyl‐substituted acridino‐crown ethers containing a carboxyl group: Useful candidates for enantiomeric recognition studies

“…Different enantiomers of various amines and amino acids may possess different biological activities; therefore, the determination of the enantiomeric composition of these organic compounds is of great importance, especially in the pharmaceutical, pesticide, food, and cosmetic industries. Since the seminal work of Cram and coworkers, a large number of different chiral crown ethers have been synthetized and studied for their enantiomeric recognition ability toward the enantiomers of protonated chiral primary amines, amino acids, and their derivates …”

“…Since the seminal work of Cram and coworkers, 1 a large number of different chiral crown ethers have been synthetized and studied for their enantiomeric recognition ability toward the enantiomers of protonated chiral primary amines, amino acids, and their derivates. [2][3][4][5][6][7][8][9][10][11][12][13][14] One of the main factors that determines the enantiomeric recognition ability of these crown ethers, the π-π interaction, can be enhanced by incorporating a heterocyclic unit containing a more extended aromatic system into the macroring, such as an acridine unit. [15][16][17][18][19][20][21][22][23] The tricyclic ring system also makes the crown ether framework more rigid, which may further improve selectivity.…”

Synthesis of new enantiopure dimethyl-substituted pyridino-18-crown-6 ethers containing a hydroxymethyl, a formyl, or a carboxyl group at position 4 of the pyridine ring for enantiomeric recognition studies

“…Since Cram and co-workers synthesized chiral crown ethers containing the twisted 1,1′-binaphthyl unit, 4 which were the first artificial enantioselective receptors for primary organoammonium salts, a great number of attempts have been made to distinguish the enantiomers of chiral ammonium ions by chiral crown ethers. [5][6][7][8][9][10] Among other optically active synthetic macrocycles, enantiopure pyridino-18-crown-6 ethers have received great attention in the last few decades due to their ability to discriminate between the enantiomers of protonated primary organic amines, amino acids and their derivatives. 6,[11][12][13][14][15][16][17][18][19] Selected enantiopure pyridino-18-crown-6 ethers have been immobilized by covalent bonds on solid supports such as silica gel [20][21][22][23][24][25] or Merrifield-type polymer resin.…”

Carbon nanotube based electronic detection of biomolecules and chemicals

“…The number of reports showing the use of nanowire/nanotubebased FETs/chemiresistors to detect CD host-guest interactions is limited. 18,213,214 In this chapter, we investigate the electronic transduction mechanism of CNT chemiresistor for detecting -CD-guest interaction (receptor-target interaction) using different targets (9-ACA, DCFNa, and curcumin). We also study the impact of surface modification on the device response by analyzing the sensor performance.…”