Studies on Noble Methodology of Supramolecular Photochirogenesis with Biopolymers as a Chiral Reaction Media

点击翻译按钮获取中文摘要

Increasing attention has recently been directed toward the new methodology of asymmetric photochemistry using various supramolecules. In this paper, we will present the novel strategy and recent results of supramolecular asymmetric photochirogenesis (SMAP)with tailor-made biomolecules. The biopolymers, especially proteins, possessing chiral binding pockets for guest, are of particular interest as potential chiral reaction cavities and/or fields for SMAP, although such an approach has not extensively been investigated. Serum albumins are the most abundant and well-characterized water-soluble plasma proteins, which transport hydrophobic compounds. We have employed Bovine and Human Serum Albumin (BSA and HSA)as a chiral supramolecular host and 2-anthracenecarboxylate (AC)as a substrate. The photocyclodimerization of AC was performed in aqueous buffer solutions in the presence of HSA to give the [4+ 4] cyclodimers with high enantioselectivities of up to 90%ee.Recently catalytic antibody is one of the most powerful and vital tools for thermal reactions. The catalytic antibody possessing chiral binding pockets for AC cyclodimers, are of particular interest as potential chiral hosts for SMAP, although such an approach has not extensively been investigated. In this study, we have demonstrated first supramolecular photochirogenesis using catalytic antibody as tailor-made chiral reaction fields.