Synthesis of 5,15-A2BC-Type Porphyrins to Modify a Field-Effect Transistor for Detection of Gram-Negative Bacteria

Abstract

Current biological sensing technologies of bacteria are time consuming, labor intensive and thus expensive. Furthermore, their accuracy and reproducibility could be improved. Conventional electrical measurement methods might combine high sensitive sensing systems with biological requirements. A promising approach is the trapping of bacteria on the surface of the gate-electrode of a modified field-effect transistor (FET) using porphyin based self-assembled monolayers (SAMs). 5,15-A2BC-type porphyrins were synthesized originating from a 5,15-diphenylporphyrin with the functionality to connect to a gold surface. The SAM formation on the surface of the gold electrode was proven by well-established analytical methods. In this work a synthesis route is presented for a linker which is attached to a peptide or cysteine group for trapping of Gram-negative bacteria. Fluorescence lifetime imaging microscopy (FLIM) measurements of porphyrin-stained bacteria were performed to verify the linkage ability.