Versatile (bio)functionalization of bromo-terminated phosphonate-modified porous aluminum oxide.
Porous aluminum oxide (PAO) is a nanoporous material used for various (bio)technological applications, and tailoring its surface properties via covalent modification is a way to expand and refine its application. Specific and complex chemical modification of the PAO surface requires a stepwise approach in which a secondary reaction on a stable initial modification is necessary to achieve the desired terminal molecular architecture and reactivity. We here show that the straightforward initial modification of the bare PAO surface with bromo-terminated phosphonic acid allows for the subsequent preparation of PAO with a wide scope of terminal reactive groups, making it suitable for (bio)functionalization. Starting from the initial bromo-terminated PAO, we prepared PAO surfaces presenting various terminal functional groups, such as azide, alkyne, alkene, thiol, isothiocyanate, and N-hydroxysuccinimide (NHS). We also show that this wide scope of easily accessible tailored reactive PAO surfaces can be used for subsequent modification with (bio)molecules, including carbohydrate derivatives and fluorescently labeled proteins.
†Laboratory of Organic Chemistry, Wageningen University, Dreijenplein 8, 6703 HB Wageningen, The Netherlands.
Aline
A
Debrassi
‡Surfix BV, Dreijenplein 8, 6703 HB Wageningen, The Netherlands.
Esther
E
Roeven
†Laboratory of Organic Chemistry, Wageningen University, Dreijenplein 8, 6703 HB Wageningen, The Netherlands.
Selina
S
Thijssen
‡Surfix BV, Dreijenplein 8, 6703 HB Wageningen, The Netherlands.
Luc
L
Scheres
§Laboratory of Microbiology, Wageningen University, Dreijenplein 10, 6703 HB Wageningen, The Netherlands.
Willem M
WM
de Vos
†Laboratory of Organic Chemistry, Wageningen University, Dreijenplein 8, 6703 HB Wageningen, The Netherlands.
Tom
T
Wennekes
†Laboratory of Organic Chemistry, Wageningen University, Dreijenplein 8, 6703 HB Wageningen, The Netherlands.|⊥Department of Chemical and Materials Engineering, King Abdulaziz University, 21589 Jeddah, Saudi Arabia.
Han
H
Zuilhof
D000537:Aluminum Oxide / Q000737:chemistry*; D031724:Bromus / Q000737:chemistry*; D003432:Cross-Linking Reagents / Q000737:chemistry; D005456:Fluorescent Dyes / Q000737:chemistry; D058608:Nanopores; D010756:Phosphoric Acids / Q000737:chemistry*; D011506:Proteins / Q000737:chemistry
D003432:Cross-Linking Reagents; D005456:Fluorescent Dyes; D010756:Phosphoric Acids; D011506:Proteins; C030242:phosphoric acid; D000537:Aluminum Oxide