The Effects of O-Substituents of Hexahomotrioxacalix[3]arene on Potentiometric Discrimination between Dopamine and Biological Organic/Inorganic Cations
-
- Saijo Ryosuke
- Graduate School of Pharmaceutical Sciences, Nagoya City University
-
- Murakami Hiroyuki
- Graduate School of Pharmaceutical Sciences, Nagoya City University
-
- Tsunekawa Saori
- Graduate School of Pharmaceutical Sciences, Nagoya City University
-
- Imanishi Souhei
- Graduate School of Pharmaceutical Sciences, Nagoya City University
-
- Shirai Naohiro
- Graduate School of Pharmaceutical Sciences, Nagoya City University
-
- Ikeda Shin-ichi
- Graduate School of Pharmaceutical Sciences, Nagoya City University
-
- Odashima Kazunori
- Graduate School of Pharmaceutical Sciences, Nagoya City University
書誌事項
- タイトル別名
-
- Effects of O Substituents of Hexahomotrioxacalix 3 arene on Potentiometric Discrimination between Dopamine and Biological Organic Inorganic Cations
この論文をさがす
説明
As an interesting type of molecular recognition at a membrane surface, the tri-O-acetic acid ester (host 2) of hexahomotrioxacalix[3]arene, when incorporated into poly(vinyl chloride) (PVC) liquid membranes, displays a high potentiometric selectivity for dopamine over, not only other catecholamines (noradrenaline, adrenaline), but also quaternary ammonium guests (tetramethylammonium, choline, and acetylcholine) and inorganic cations (Na+, K+, NH4+). Interestingly, changes in membrane potential based on the host–guest complexation of host 2 that were observed dopamine/inorganic cation selectivity were not displayed by the related hosts 3 and 4, which contain amide substituents. This paper describes our efforts to separately estimate the two factors contributing to the dopamine selectivities, i.e., the guest lipophilicity factor and the host–guest complexation factor, in an attempt to understand the effects of the O-substituents of these hosts. The potentiometric experiments showed that, although the guests had roughly equal lipophilicity, the electromotive force (EMF) response for dopamine by host 2 was excellent. Furthermore, host 2 displayed ca. a 20-fold stronger complexation for dopamine, compared to noradrenaline, adrenaline, K+, and NH4+ cations. These results indicate that the high potentiometric selectivity of the ion-selective electrode for dopamine mainly reflect, not the guest lipophilicity factor but the host–guest complexation factor. On the other hand, host 3 displayed ca. a 3000-fold stronger binding to Na+ than dopamine, thus explaining the reasons for the lower dopamine-selectivities of host 3 compared to host 2. It is interesting to note that the high potentiometric selectivities for dopamine were displayed by not only host 2 but also host 5, regardless of the simple structure of the O-substituents.
収録刊行物
-
- CHEMICAL & PHARMACEUTICAL BULLETIN
-
CHEMICAL & PHARMACEUTICAL BULLETIN 55 (3), 417-421, 2007
公益社団法人 日本薬学会
- Tweet
詳細情報 詳細情報について
-
- CRID
- 1390282679145857024
-
- NII論文ID
- 110006225092
-
- NII書誌ID
- AA00602100
-
- ISSN
- 13475223
- 00092363
-
- NDL書誌ID
- 8658177
-
- PubMed
- 17329883
-
- 本文言語コード
- en
-
- データソース種別
-
- JaLC
- NDLサーチ
- Crossref
- CiNii Articles
- OpenAIRE
-
- 抄録ライセンスフラグ
- 使用不可