Pattern‐Based Peptide Recognition

Abstract

Nature's use of sensor arrays in the mammalian olfactory and gustatory systems has encouraged supramolecular chemists to take a new approach to molecular recognition. Pattern-based recognition involves the use of sensor arrays to create fingerprints for analytes. The use of sensing arrays has paved the way for systems capable of identifying biological analytes that would have been difficult targets using the traditional "lock-and-key" approach to sensor design.

Recent advances in biosensory and medicinal therapeutic applications of zinc(II) and copper(II) coordination complexes

“…Potent and selective artificial peptide recognition systems could play an important role in the future of clinical diagnostics and provide early detection of peptidic human disease markers. Indicator displacement assays have been used extensively by Collins and Anslyn to develop standard and pattern-based detection systems [76] for individual amino acids on the basis of sequence structure [77,78] and stereochemistry [78,79]. It is also notable that cationic Cu(II)-porphyrin complexes have been successfully applied as sensitive reporters of the structural conformation of poly-l-glutamatic acid biopolymers [80].…”

Array‐Based Sensors

“…Not surprisingly, it has found application in the sensing of various analytes including cations [70][71][72], anions [73], electroneutral small molecules such as amino acids [74], saccharides [75,76], explosives [77], poisonous gases [78], peptides [79] and proteins [80,81], consumer products including sweeteners [82], beverages [26,70,83], and toothpastes [73], and so on.…”

An efficient methodology to introduce o-(aminomethyl)phenyl-boronic acids into peptides: alkylation of secondary amines

“…While electron withdrawing groups on the phenyl ring, such as in m -nitrophenylboronic acid, can act to promote boronate ester formation at neutral pH, the most common structural feature that promotes binding is an o -aminomethyl group. 37, 38 This structural feature is often overlooked when incorporating a boronic acid into a receptor meant to be used in a biological setting. The only previously published strategy that allows for easy incorporation of an o -aminomethyl group is reductive amination.…”