Diphenyltetrazole Modified Bacterial Cellulose Film: Considerations on Heterogeneous Modification and Bioconjugation

Abstract

Understanding chemical reactions in bacterial cellulose (BC) films is important to control the insertion of biomolecules that can improve their biomedical properties. Diphenyltetrazole molecules are able to react with tiols under UV irradiation and has been useful for immobilize proteins on different materials. In this work, we show the functionalization of a BC film with diphenyltetrazole and subsequent attempts of conjugation of the bovine serum albumin (BSA) to it. Diphenyltetrazole was synthesized in two steps, and functionalization of it with BC was carried out under ultrasound irradiation. Spectroscopic analysis of the film by UV-Vis and FTIR confirmed the success of the reaction. Attempts to conjugate BSA to the modified cellulose film by photoclick reaction failed under these conditions. Although this methodology is important in the conjugation of biomolecules, we understand that its application in cellulosic materials in heterogeneous phase is disadvantaged due to the half-life of the unstable intermediate and the biomolecule's access to it.

Lignocellulosic–biomolecules conjugated systems: green-engineered complexes modified by covalent linkers

“…8 Overall, these covalent bioconjugate bonds can be analyzed by several characterizations, such as Ultraviolet-Visible spectroscopy (UV-VIS), Fourier transform infrared spectroscopy (FTIR), Nuclear Magnetic Resonance (NMR), Xray Photoelectron spectroscopy (XPS) etc. [99][100][101] Although only the use of one linker has been explored in this section, more complex systems employing multi-binding linkers can also be found. Thus, they will be discussed in the next section.…”