Chiral sensing system based on the formation of diastereomeric metal complex on a homocysteine monolayer using field effect transistor

A self-assembled monolayer (SAM) of l-homocysteine (l-Hcy) formed on the surface of a gold-deposited gate of a field effect transistor (FET) was used to differentiate between enantiomers of amino acids, for which the formation of diastereomeric metal complexes is fundamental for chiral discrimination. Here, we focus our attention on the dependence of the FET response on the analyte amino acids, the central metal ions involved in complex formation, and the solution pH. Using the l-Hcy SAM-modified gate with added Cu(II), notable negative FET responses were enantioselectively observed for the l-enantiomers of alanine (Ala), phenylalanine, and tryptophan, whereas differences in the FET responses between enantiomers were negligible for asparagine and aspartic acid. Regarding the enantioselectivity for Ala, the addition of Cu(II) was demonstrated to show higher selectivity as compared to other metal ions such as Co(II) and Ni(II). Moreover, for the addition of l-Ala and Cu(II), a particularly strong negative FET response was observed at pH 5.5.

► Au-coated gate of field effect transistors was modified by a homocysteine monolayer. ► Diastereomeric metal complexes on the gate were utilized to develop chiral sensors. ► Enantiomers of several amino acids were successfully discriminated by using Cu(II). ► The enantioselectivity for alanine was the highest for Cu(II) than other metal ions. ► A particular response was observed at pH 5.5 for l-alanine and Cu(II).