Membranes with glycosylated surfaces are naturally biomimetic and not only have excellent surface hydrophilicity and biocompatibility, but have a specific recognition to target biomacromolecules due to the unique chemo-biological properties of their surface carbohydrates; however, they cannot be easily chemically produced on large scales due to the complex preparation process. This manuscript describes the fabrication of a polypropylene membrane with a glycosylated surface by a chemo-enzymatic strategy. First, hydroxyl (OH) groups were introduced onto the surface of microporous polypropylene membrane (MPPM) by UV-induced grafting polymerization of oligo(ethylene glycol) methacrylate (OEGMA). Then, glycosylation of the OH groups with galactose moieties was achieved via an enzymatic transglycosylation by β-galactosidase (Gal) recombinanted from E. coli. The fabricated glycosylated membrane showed surprisingly specific affinity adsorption to lectin ricinus communis agglutinin (RCA 120 ). The chemo-enzymatic route is easy and green, and it would be expected to have wide applications for large-scale preparation of polymer membranes with glycosylated surfaces.Catalysts 2020, 10, 415 2 of 11 cell metastasis, bacterial infection, and specific enzymes or lectin recognition [6][7][8][9]. The glycosylated membranes combine the separation functionality of membranes with the biological functionality of the glycocalyx. Unsurprisingly, they have excellent hydrophilicity, biocompatibility, and specific recognition properties, which are promising in the application of bio-separation, biomedical engineering, and tissue engineering, etc. [10][11][12][13][14].Previous studies have reported that the carbohydrates can be conjugated onto the surfaces via several methods [15][16][17][18][19][20][21][22][23][24]. Examples include non-covalent immobilization through hydrogen bonding, hydrophobic interaction, van der Waals force, electrostatic interaction, covalent immobilization through different chemical reactions including Michael addition, click and surface-initiated atom transfer radical polymerization. These methods, however, are typically not effective enough to be compatible for the polymer membranes that need to be surface glycosylated. For example, the main problem of the non-covalent immobilization is that the glycosylated surfaces are unstable and will be more easily abraded from the substrates in the commonly used environments, while the surface carbohydrates via covalent immobilization usually have disordered conformation structures since the chemical reactions are non-site-and stereo-selective. This will eventually lead to the restriction of the highly specific recognition property of the immobilized carbohydrates. In addition, the non-site selectivity usually results in tedious reaction steps including protection, deprotection and coupling.By comparison, the surface enzymatic transglycosylation is an effective strategy to firmly conjugate carbohydrates onto the surfaces [25,26]. It has various advantages, such as being gree...