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Structural analysis of crystalline R(+)-α-lipoic acid-α-cyclodextrin complex based on microscopic and spectroscopic studies
https://doi.org/10.24517/00010805
https://doi.org/10.24517/000108059a26e98d-6977-40a2-ad07-dc036ae9e536
名前 / ファイル | ライセンス | アクション |
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SC-PR-MATSUGO-S-24614.pdf (571.5 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2017-10-03 | |||||
タイトル | ||||||
タイトル | Structural analysis of crystalline R(+)-α-lipoic acid-α-cyclodextrin complex based on microscopic and spectroscopic studies | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
ID登録 | ||||||
ID登録 | 10.24517/00010805 | |||||
ID登録タイプ | JaLC | |||||
著者 |
Ikuta, Naoko
× Ikuta, Naoko× Endo, Takatsugu× Hosomi, Shota× Setou, Keita× Tanaka, Shiori× Ogawa, Noriko× Yamamoto, Hiromitsu× Mizukami, Tomoyuki× Arai, Shoji× Okuno, Masayuki× Takahashi, Kenji× Terao, Keiji× Matsugo, Seiichi |
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著者別表示 |
水上, 知行
× 水上, 知行× 荒井, 章司× 奥野, 正幸× 高橋, 憲司× 松郷, 誠一 |
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書誌情報 |
International Journal of Molecular Sciences 巻 16, 号 10, p. 24614-24628, 発行日 2015-10-16 |
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ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1661-6596 | |||||
DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.3390/ijms161024614 | |||||
出版者 | ||||||
出版者 | MDPI | |||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | R(+)-α-lipoic acid (RALA) is a naturally-occurring substance, and its protein-bound form plays significant role in the energy metabolism in the mitochondria. RALA is vulnerable to a variety of physical stimuli, including heat and UV light, which prompted us to study the stability of its complexes with cyclodextrins (CDs). In this study, we have prepared and purified a crystalline RALA-αCD complex and evaluated its properties in the solid state. The results of 1H NMR and PXRD analyses indicated that the crystalline RALA-αCD complex is a channel type complex with a molar ratio of 2:3 (RALA:α-CD). Attenuated total reflection/Fourier transform infrared analysis of the complex showed the shift of the C=O stretching vibration of RALA due to the formation of the RALA-αCD complex. Raman spectroscopic analysis revealed the significant weakness of the S–S and C–S stretching vibrations of RALA in the RALA-αCD complex implying that the dithiolane ring of RALA is almost enclosed in glucose ring of α-CD. Extent of this effect was dependent on the direction of the excitation laser to the hexagonal morphology of the crystal. Solid-state NMR analysis allowed for the chemical shift of the C=O peak to be precisely determined. These results suggested that RALA was positioned in the α-CD cavity with its 1,2-dithiolane ring orientated perpendicular to the plane of the α-CD ring. © 2015 by the authors; licensee MDPI, Basel, Switzerland. | |||||
著者版フラグ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa |