Rim-differentiation vs. mixture of constitutional isomers: A binding study between pillar[5]arene-based glycoclusters and lectins from pathogenic bacteria

1-[1,4-Bis(but-3-en-1-yloxy)]-2,3,4,5-(1,4-dimethoxy)pillar[5]arene–1,4-dibromobutane 1:1 inclusion complex

“…Appropriate derivatization of pillararene macrocycles can be achieved by selective functionalization of pillararene rims (Zhang et al, 2021;Al-Azemi & Vinodh, 2022;Vinodh et al, 2023). Selective derivatization of pillarene rims enables self-assembly of these macromolecules to form supramolecular polymers or make them capable of interacting with flexible binding sites, for example proteins (Liu et al, 2023). The suitably functionalized pillarenenes could conjugate with other functional units such as drug moieties or photosensitizing agents and might generate potentially useful functional materials for a variety of applications data reports such as drug delivery, light harvesting systems, sensors, detection and separation (Feng et al, 2017;Kakuta et al, 2018;Hua et al, 2020;Khalil-Cruz et al, 2021).…”

Highly selective Cu2+ detection with a naphthalimide-functionalised pillar[5]arene fluorescent chemosensor

“…47 Recent advancements in the effective synthesis and derivatisation of RD-P [5]s, [49][50][51][52][53] contributed by one of us, have successfully made them more widely accessible as novel macrocyclic building blocks for molecular and supramolecular architectures. [54][55][56][57][58][59] Herein, we employed a penta-propargyl modified RD-P [5] 4 (vide infra) as the key precursor for synthesising chemosensors through CuAAC click reactions with azide-functionalised 1,8-naphthalimide fluorophores. 53 The combination of the RD-P [5] scaffold and the classic naphthalimide dye [60][61][62][63][64][65] resulted in the ratiometric fluorescent chemosensor 1 for Cu 2+ ions.…”

Carbohydrate–macrocycle conjugates for biomedical applications

“…13, 65), but they realized later in another study that pentavalent galactosylated pillar [5]arene was sufficient to bind five LecA monomers, 130 so they obtained constitutionally pure pentavalent galactosylated pillar [5]arene (Fig. 13, 66) with strong affinity to LecA (K D of 164 nM), 131 but the fucosylated compound (Fig. 13, 67) unexpectedly displayed no interaction with LecB whatsoever.…”