Strategic regulation of molecular ensembles via programmed hybridization of smart catalysts

2015 Fiscal Year Final Research Report

• Project/Area Number: 26670009
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Chemical pharmacy
• Research Institution: Microbial Chemistry Research Foundation
• Principal Investigator: KUMAGAI Naoya 公益財団法人微生物化学研究会, 微生物化学研究所, 主席研究員 (40431887)
• Project Period (FY): 2014-04-01 – 2016-03-31
• Keywords: 有機化学 / ハイブリダイゼーション / 触媒 / 分子アンサンブル / 水素結合 / アゾベンゼン / フォールディング / 光異性化

Outline of Final Research Achievements

Azobenzene derivatives bearing complementary triple hydrogen bonding units on both sides have been designed and synthesized. UV irradiation of trans-compounds induced photoisomerization to cis-compounds, whose structure was characterized by folded globular conformation owing to intramolecular hydrogen bonding interactions. The folded structure was evident by 2D-NMR and size-exclusion chromatography. Structure and length of the linker connecting the azobenzen and the hydrogen bonding units are determinants for successful folding and unfolding. Intriguingly, introduction of a stereogenic center on the linker rendered the folding process enantiosleective, leveraging chiroptical property of the phtoresponsive compounds.

Free Research Field

医歯薬学