Abstract
The recognition of aspartic acid derivatives such as N-benzyloxycarbonyl-D-aspartate (NZDA) with the calix[4]arene derivatives with multiple silicon groups at the upper rim in polar solvents is investigated.
Highlights
The development of synthetic receptors for a chosen substrate is a well-established area of research, and selective receptors have been described for a whole range of substrates, from simple metal cations to polyfunctional molecules such as peptides, proteins, and carbohydrates [1, 2]
The development of synthetic receptors for enantioselective binding of L-glutamate and L-aspartate derivatives has been of particular interest because of the critical role of these amino acids in the central nervous system as excitatory transmitters
After bromine-lithium exchange on 4 and 5 with Li powder proceeds smoothly, the phenyllithium intermediate is efficiently trapped by trimethylsilyl chloride (TMSCl) that give the disilylated derivatives 6 and 7 [15, 16]
Summary
The development of synthetic receptors for a chosen substrate (host-guest chemistry) is a well-established area of research, and selective receptors have been described for a whole range of substrates, from simple metal cations to polyfunctional molecules such as peptides, proteins, and carbohydrates [1, 2]. Carboxylic acids (or carboxylates) are a common functional group in biological and synthetic organic molecules and have inspired the elaboration of a number of different approaches for their recognition. We have recently introduced a different type of substituted calix[4]arene derivatives, which have a multiple functional groups at the upper rim. These receptors can bind selective amino acids such as arginine and lysine in polar solvents [9]. The recognition of aspartitic acid derivatives such as N-benzyloxycarbonyl-Daspartate (NZDA) with the calix[4]arene derivatives with multiple silicon groups at the upper rim is investigated
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