The design, synthesis and study of the photophysical and photochemical properties of the first biomimetic cyclodextrin (CD) model of photoactive yellow protein (PYP) are described. This model bears a deprotonated trans-p-coumaric acid chromophore, covalently linked via a cysteine moiety to a permethylated 6-monoamino β-CD. NMR and UV/Visible spectroscopy studies showed the formation of strong s...

For the first time, respiratory complex I has been reconstituted on an electrode preserving its structure and activity. Respiratory complex I is a membrane-bound enzyme that has an essential function in cellular energy production. It couples NADH:quinone oxidoreduction to translocation of ions across the cellular (in prokaryotes) or mitochondrial membranes. Therefore, complex I contributes to t...

A synthesis of moracin M using Appel dehydration a biomimetic inspired endoperoxide and subsequent late stage aromatization, is described. key 1,3-diene, obtained from base-free Suzuki-Miyaura coupling, can undergo oxidation to its endoperoxide, followed by under conditions aromatization give benzofuran, with deprotection then providing in only 4-steps. Alternatively, this 1,3‑diene synthetic r...

Proanthocyanidins are present in many fruits and plant products like grapes and wine, and contribute to their taste and health benefits. In the past decades of years, substantial progresses has been achieved in the identification of composition and structure of proanthocyanidins, but the debate concerning the existence of an enzymatic or nonenzymatic mechanism for proanthocyanidin condensation ...

Stimuli-responsive polymers and their application to biomaterials have been widely studied. On the other hand, as a novel biomimetic polymer, we have been studying the polymer with an autonomous self-oscillating function by utilizing oscillating chemical reactions. So far, we succeeded in developing a novel self-oscillating polymer and gels by utilizing the oscillating reaction, called the Belo...

(+)-Fastigiatine was assembled in six steps from (R)-5-methylcyclohex-2-en-1-one. Intermolecular Diels-Alder reaction introduced most of the carbon atoms for the target. The two Boc-protected nitrogen atom building blocks were introduced by a Suzuki coupling and a cuprate addition. A biomimetic transannular Mannich reaction generated the two quaternary centers at a late stage. Each step builds ...

The approaches range from theoretical studies – including statistical physics of non-equilibrium systems – to the organic synthesis of molecules and macromolecules, and they include many experimental studies on biological and biomimetic systems in which the parameters can be changed. A variety of microscopical techniques are used such as optical, multiphoton, electron and atomic force microscop...

A concise synthesis of forbesione (1) and desoxymorellin (3) is presented. Central to the strategy is a biomimetic Claisen/Diels-Alder/Claisen reaction cascade that proceeds in a regioselective manner and produces the desired scaffold exclusively. The observed regioselectivity and product distribution of the Claisen/Diels-Alder/Claisen reaction are attributed to the electronic effects of the xa...