Reactive Maleimido Dextran Thin Films for Cysteine-Containing Surfaces Adsorbing BSA

Abstract

The modification of surfaces by functional coatings or postmodification of films to control the adsorption of bovine serum albumin (BSA) is carried out. Surface functionalization with maleimido groups is achieved by spin coating of dextran derivatives. The layers are stabilized on the support material during thermal treatment or cross‐linking. The thin films are characterized by atomic force microscopy, quartz crystal microbalance, FTIR spectroscopy, and X‐ray photoelectron spectroscopy. Surface morphology, hydrophobicity, swelling behavior, and reactivity of dextran furfuryl carbamate bismaleimide adduct are suitable for the preparation of surfaces containing cysteine by thiol‐ene reaction. The different functional surfaces obtained are investigated regarding their BSA adsorption behavior. Up to 9 mg m−2 of BSA are adsorbed on the nanorough, hydrophilized films at different pH values (4, 6, and 8.5) and thus a blocking layer can be obtained. The BSA layer may resist nonspecific adsorption of biological molecules and can be interesting for prevention of biofilm formation on medical devices.

Furfuryl‐ and Maleimido Polysaccharides: Synthetic Strategies Toward Functional Biomaterials

“…For instance, by the synthesis of dextran maleimido carbonates, furan was used as a protecting group as it formed the Diels–Alder adduct with maleimide groups. Namely, 4‐(2‐hydroxy‐ethyl)‐10‐oxa‐4‐azatricyclo[5.2.1.0 2,6 ]dec‐8‐ene‐3,5‐dion was activated with CDI and converted with the biopolymer in DMSO in the presence of trimethylamine . Furan‐protected dextran maleimido carbonates were synthesized with high efficiency ( Table 4 ).…”

“…The thickness of all films was in the range from 20 to 80 nm and they were described as insoluble in water and organic solvents. A hornification of the polysaccharide backbone and cross‐linking of the functional moieties was most likely to occur …”

“…Reaction scheme of the formation of dextran maleimido carbonates by retro‐Diels–Alder reaction (top), dextran furfuryl carbamate bismaleimide adduct (center), and product of thiol‐ene reaction applying cysteine (bottom). Reproduced with permission . Copyright 2017, Wiley‐VCH.…”

“…The cysteine containing thin films were described as nanorough and hydrophilized. They were able to adsorb up to 9 mg m −2 of BSA at different pH values and seem to be promising for passivated layers, that is, films that resist nonspecific adsorption of biological molecules . Such low‐fouling properties are interesting in the field of medical devices.…”