Practical Click Chemistry for Development of Highly Functional Probes

2017 Fiscal Year Final Research Report

• Project/Area Number: 15H03118
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Chemical biology
• Research Institution: Tokyo Medical and Dental University
• Principal Investigator: HOSOYA Takamitsu 東京医科歯科大学, 生体材料工学研究所, 教授 (60273124)
• Co-Investigator(Kenkyū-buntansha): 丹羽 節 国立研究開発法人理化学研究所, ライフサイエンス技術基盤研究センター, 副チームリーダー (30584396)
• Co-Investigator(Renkei-kenkyūsha): KII Isao 理化学研究所, 健康生き活き羅針盤リサーチコンプレックス推進プログラム, ユニットリーダー (80401561)
• Project Period (FY): 2015-04-01 – 2018-03-31
• Keywords: 有機化学 / ケミカルバイオロジー / 分子プローブ / アジド / クリック反応 / 環状アルキン / アライン / 分子連結

Outline of Final Research Achievements

In this research, practical methods for molecular conjugation applicable in broad disciplines, including life science research, were developed particularly by controlling the reactivities of doubly sterically hindered aromatic azides and cyclic alkynes. We have developed a facile method to assemble three types of functional modules by three consecutive azido-type-selective triazole formations using a triazido platform molecule. We also found that thiophene S,S-dioxides serve as useful linkers, which can be used orthogonally with azides. Furthermore, we have achieved the direct thioamination of aryne intermediates, which is useful for constructing a chemical library that contains a diverse range of aromatic compounds.

Free Research Field

有機化学、ケミカルバイオロジー