Center for Chemical Biology

Yokohama-shi, Japan

Center for Chemical Biology

Yokohama-shi, Japan

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Subba Reddy B.V.,Natural Product Chemistry | Swathi V.,Natural Product Chemistry | Swathi V.,Center for Chemical Biology | Swain M.,Natural Product Chemistry | And 4 more authors.
Organic Letters | Year: 2014

A variety of aldehydes undergo smooth coupling with 4-hydroxy-N-methyl-2-methylene-N-phenylbutanamide in the presence of BF3·OEt2 under ambient conditions to produce the corresponding spiro-oxindole derivatives in good yields with excellent selectivity. It is an entirely new strategy to construct the spirocycles in a one-pot operation through a Prins cascade process. © 2014 American Chemical Society.


Kaihara S.,Center for Chemical Biology | Narikawa M.,Center for Chemical Biology | Fujimoto K.,Center for Chemical Biology
Colloid and Polymer Science | Year: 2012

Thermosensitive nanoparticles were prepared by mimicking protein folding where polymer aggregates were formed by precipitation of thermosensitive polymer chains followed by disulfide formation of their thiol groups. N-Isopropylacrylamide (NIPAM) and methacryloxy succini-mide (SuMA) were co-polymerized and then cysteamine was allowed to react with succinimide moieties of the polymer to render thiol moieties. A polymer aqueous solution precipitated to form nano-sized aggregates by increasing temperature above its lower critical solution temperature (LCST), and their sizes were monodispersed and tunable by the polymer concentration. The aggregates were cross-linked to produce nanoparticles by oxidation of thiol groups in a manner similar to formation of a disulfide bond of protein. As a result, the cross-linked nanoparticles exhibited swelling by decreasing temperature below the LCST of the copolymer. Fluorescein and bovine serum albumin (BSA) were chosen as a small and a large substance, respectively, and were encapsulated into the swollen nanoparticles at 25 °C. Fluorescein was rapidly released from both swollen and shrunken nanoparticles. Although BSA exhibited little release at any temperatures, it was released from nanopar-ticles by adding the reducing agent to dissociate the disul-fide cross-linking and incubating below the LCST. © Springer-Verlag 2012.

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