Highly emissive heterocyclic alanines bearing a benzo[d]oxazolyl unit functionalised with pyrrole and imidazole at the side chain were synthesised and evaluated as fluorimetric chemosensors for different anions and metal cations. The results obtained by UV-Vis and fluorescence titrations as well as ¹H NMR titrations indicate that there is a strong interaction through the donor N and O atoms at the side chain of the benzoxazolyl-alanines, with high selectivity towards Cu²⁺ and Pd²⁺ in a ligand-to-metal complex with 1:2 stoichiometry, and association constants were calculated for some ions. The photophysical and ion sensing properties of these unnatural amino acids suggest that they can be used to obtain bioinspired frameworks for metal ion recognition such as peptides/proteins with chemosensory/probing ability.

合成了在侧链上带有吡咯和咪唑官能化的苯并[ d ]恶唑基单元的高发射杂环丙氨酸，并作为荧光化学传感器对不同的阴离子和金属阳离子进行了评估。通过UV-Vis和荧光滴定以及¹ H NMR滴定获得的结果表明，苯并恶唑基丙氨酸侧链上的供体N和O原子之间存在很强的相互作用，对Cu ²⁺和Pd的选择性高。²⁺化学计量比为1：2的配体与金属的配合物，计算出某些离子的缔合常数。这些非天然氨基酸的光物理和离子感测特性表明，它们可用于获得生物启发的金属离子识别框架，例如具有化学感应/探测能力的肽/蛋白质。