Molecular Recognition by Self-Assembled Monolayers of Cavitand Receptors

Abstract

It is shown by angle-resolved x-ray photoelectron spectroscopy that cavitands derived from resorcin[4]arenes provided with four dialkylsulfide chains form stable monolayers on gold surfaces that are well organized by self-assembly. The cavitand headgroups at the surface of the resorcin[4]arene monolayer act as molecular recognition sites for small organic molecules with remarkable selectivity for perchloroethylene (C(2)Cl(4)). Comparative thermal desorption experiments indicate binding sites with high interaction energies of C(2)Cl(4) at the surface of the resorcin[4]arene monolayers. Fast and reversible "host-guest" interactions were found by the monitoring of extremely small mass changes (in the nanogram range) with a quartz microbalance oscillator provided with gold electrodes coated by resorcin[4]arene monolayers.

Order/disorder gradients of n-alkanethiols on gold

“…With an existing methodology to prepare twocomponent molecular gradients of self-assembled monolayers (SAMs) of alkanethiolates on gold [1,2] we want to address a number of critical issues of relevance for the development of novel biomaterials [3,4] and biosensing interfaces [5][6][7]. We are also interested in gaining a deeper fundamental knowledge about the interfacial properties of these assemblies [8].…”

“…The density and mobility of recognition centres are therefore important design parameters during development of biosensing interfaces. The impact of surface chemistry on protein adsorption also has been demonstrated on several occasions using various types of SAMs, not just on gold but on Si, Ti and glass as well [7,[10][11][12][13]. Prime et al, for example, investigated the protein resistance of flexible long-chain oligo(ethylene) oxide modified SAMs [9,10].…”

A Highly Sensitive 27 MHz Quartz-Crystal Microbalance as a Device for Kinetic Measurements of Molecular Recognition on DNA Strands

“…A QCM is known to provide very sensitive mass measuring devices in gas phase [6][7][8][9][10][11] and in aqueous solution. [15][16][17][18][19][20][21][22][23] Its resonance frequency decreases linearly upon the increase of mass on the QCM electrode at the nanogram level.…”

Tapping Mode AFM Imaging for Functionalized Surfaces

“…Functionalization with alkylsilane to form 2D polymerized film is of great interest in various fields, such as biosensors (Battistel et al, 1991;Schierbaum, 1994), microelectronics (Kumar et al, 1994;Burtman et al, 1999), catalysis (Juvaste et al, 1999;Yang et al, 2003), etc. For this purpose, alkylsilanes are grafted on glass (Ulman, 1991), silicon (Vandenberg et al, 1991;Kallury et al, 1994;Vrancken et al, 1995;Horr & Arora, 1997;Ek et al, 2003;Zhang & Srinivasan, 2004) or mica (Bezanilla et al, 1995;Lyubchenko et al, 1996;Tätte et al, 2003;Diez-Perez, 2004;Crampton et al, 2005Crampton et al, , 2006 surfaces.…”