Design and Synthesis of Helical Moving Rotaxane Molecules Having Chiral Axis

2014 Fiscal Year Final Research Report

• Project/Area Number: 25893259
• Research Category: Grant-in-Aid for Research Activity Start-up
• Allocation Type: Single-year Grants
• Research Field: Chemical pharmacy
• Research Institution: Tokyo University of Science
• Principal Investigator: TANAKA tomohiro 東京理科大学, 薬学部, ポストドクトラル研究員 (20711667)
• Project Period (FY): 2013-08-30 – 2015-03-31
• Keywords: 分子機械 / ロタキサン / バイオミメティック

Outline of Final Research Achievements

In organism, various biomolecules was intricately interacted as machines and expressed its functions. A rotaxane is a mechanically-interlocked molecular architecture consisting of a dumbbell shaped molecule, which is threaded through a macrocycle. A series of rotaxanes, whose ring can be moved by external stimuli are called molecular shuttles, are attracting growing attention as basic structures of molecular machines. To date, most of the reported molecular machines function in organic solvents, and there are few example of water soluble molecular shuttle. Our interest is to design and synthesize bimolecular mimicry molecular shuttles.
In this work, we successfully synthesized a rotaxane that consists an axis having an azobenzen unit and Zn2+-cyclen station, and the a-CyD ring. NMR, UV-VIS, and CD experiments of this rotaxane and its derivatives having some functionalities on the ring such as kinase substrate and thiol.

Free Research Field

有機化学、合成化学