Rapid Preparation of Multifunctional Surfaces for Orthogonal Ligation by Microcontact Chemistry

Abstract

Microcontact chemistry has been applied to patterned glass and silicon substrates by successive reaction of unprotected and monoprotected heterobifunctional linkers with alkene-terminated self-assembled monolayers (SAMs) to produce bi-, tri-, and tetrafunctional surfaces. Photochemical microcontact printing of an azide thiol linker followed by immobilization of an acid thiol linker on an undecenyl-terminated SAM results in a well-defined, micropatterned surface with terminal azide, acid, and alkene groups. Biologically relevant molecules (biotin, carbohydrates) have been selectively attached to the surface by means of orthogonal ligation chemistry, and the resulting microarrays display selective binding to fluorescently labeled proteins. An orthogonally addressable, tetrafunctional surface (azide, acid, alkene, and amine) can be prepared by an additional printing step of a tert-butyloxycarbonyl (Boc)-protected alkyne amine linker on the azide structures by using the copper(I)-catalyzed azide-alkyne Huisgen cycloaddition and subsequent removal of the protective group.

Hydrophilic Poly(naphthalene diimide)‐Based Acceptor–Photosensitizer Dyads: Toward Water‐Processible Modular Photoredox‐Active Architectures

“…All solvents were degassed before use. Methoxytriethylene glycol amine (MTEG‐NH 2 ) was prepared according to literature procedures following a Gabriel synthesis protocol and subsequent hydrazinolysis . Methoxypoly(ethylene glycol) amine 550 (MPEG‐NH 2 550) was prepared by Staudinger reaction according to the literature .…”

A method for cyclic and tadpole‐shaped polymers

“…2,3‐Dibromomaleimide and 4‐cyano‐4‐((thiobenzoyl)sulfanyl)pentanol were synthesized according to previous literature. Thiol end‐functionalized PEO (PEO 8 ‐SH; M n = 350 g mol −1 ) and succinimidyl ester end‐functionalized PEO (PEO 8 ‐NHS; M n = 350 g mol −1 ) were synthesized from modification of PEO 8 ‐OH according to previous literature.…”

Vielseitige Mikrostrukturen aus N‐heterocyclischen Carbenen auf Goldoberflächen: Erhöhte thermische und Strukturstabilität mit erhöhter Leitfähigkeit

“…In Anbetracht der Vielseitigkeit von NHCs wäre es von großem Interesse, Goldoberflächen mit mehreren NHCs in klar definierten Mustern zu funktionalisieren . Der Mikrokontaktdruck (microcontact printing, μCP) ist eine Technik der weichen Lithographie zur Dekoration von Substraten mit gemusterten Monoschichten ,,. Die Übertragung von Molekülen wird üblicherweise durch polymere Stempel mit einem Reliefmuster, d. h. hochgeordneten Mikro‐ oder Nanostrukturen, gewährleistet.…”