2021年12月22日
Tyrosine-based photoluminescent diketopiperazine supramolecular aggregates.
Soft matter
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- 巻
- 18
- 号
- 1
- 開始ページ
- 137
- 終了ページ
- 145
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1039/d1sm01206a
- 出版者・発行元
- Royal Society of Chemistry ({RSC})
L-Tyrosine diketopiperazine (DKP) derivative 1 was synthesized, and the aggregation and photoluminescence behaviors were examined. A solution of 1 in tetrahydrofuran (THF) gradually became viscous at room temperature, and turned into the gel state 5 hours after preparation, as confirmed by dynamic viscoelasticity measurement. A solution of 1 in THF exhibited photoluminescence. Fibrous patterns were observed by transmission electron, atomic force and fluorescence microscopies. Dynamic light scattering, semiempirical molecular orbital and density functional theory calculations, as well as molecular dynamics simulations, indicated aggregate formation. This was attributed to intermolecular hydrogen bonding, mainly between the DKP moieties and partly between the urethane moieties, resulting in π-orbital overlap of the terminal phenyl groups leading to photoluminescence.
- ID情報
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- DOI : 10.1039/d1sm01206a
- ORCIDのPut Code : 103752130
- PubMed ID : 34821896