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Determination of absolute configuration of photo‐degraded catechinopyranocyanidin A by modified Mosher's method
http://hdl.handle.net/2237/00032510
http://hdl.handle.net/2237/00032510b18f24e1-c98a-468d-9e75-9725afbc0c90
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
Template_Chilarity-200212 (387.6 kB)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2020-07-14 | |||||
| タイトル | ||||||
| タイトル | Determination of absolute configuration of photo‐degraded catechinopyranocyanidin A by modified Mosher's method | |||||
| 言語 | en | |||||
| 著者 |
Oyama, Kin‐ichi
× Oyama, Kin‐ichi× Kondo, Tadao× Shimizu, Toshimichi× Yoshida, Kumi |
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| アクセス権 | ||||||
| アクセス権 | open access | |||||
| アクセス権URI | http://purl.org/coar/access_right/c_abf2 | |||||
| 権利 | ||||||
| 言語 | en | |||||
| 権利情報 | This is the peer reviewed version of the following article: [Oyama, K‐i, Kondo, T, Shimizu, T, Yoshida, K. Determination of absolute configuration of photo‐degraded catechinopyranocyanidin A by modified Mosher's method. Chirality. 2020; 32: 556–563. https://doi.org/10.1002/chir.23202], which has been published in final form at [https://doi.org/10.1002/chir.23202]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | absolute configuration | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | anisotoropic effect | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | catechinopyranocyanidins A and B | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | diazomethane | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | modified Mosher's method | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | photo‐degraded catechinopyranocyanidins A and B | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | (+)‐catechin | |||||
| キーワード | ||||||
| 主題Scheme | Other | |||||
| 主題 | (−)‐epicatechin | |||||
| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | Catechinopyranocyanidins A and B (cpcA and cpcB) are two purple pigments present in the seed‐coat of red adzuki bean, Vigna angularis , of which cpcA is the major pigment, containing two chiral carbons in the catechin part. Their absolute configurations were determined by comparison of their experimental and quantum chemical calculated electronic circular dichroisms (ECDs). These purple pigments are labile on light irradiation and easily decompose to photo‐degraded catechinopyranocyanidins A and B (pdcpcA and pdcpcB), while retaining the stereostructure of the catechin residue. We applied modified Mosher's method for determining the chirality of the secondary alcohol in pdcpcA. Hexamethylation of pdcpcA by diazomethane followed by esterification using (S )‐ and (R )‐MTPACl gave (R )‐ and (S )‐MTPA esters, respectively. By analysis of the NMR spectra of (R )‐ and (S )‐MTPA esters of tetramethylated (+)‐catechin, the chirality of pdcpcA was determined to be 2R , 3S , same as the absolute configuration of cpcA. | |||||
| 言語 | en | |||||
| 内容記述 | ||||||
| 内容記述タイプ | Other | |||||
| 内容記述 | ファイル公開：2021-05-01 | |||||
| 言語 | ja | |||||
| 出版者 | ||||||
| 出版者 | Wiley | |||||
| 言語 | en | |||||
| 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 | |||||
| 出版タイプ | ||||||
| 出版タイプ | AM | |||||
| 出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
| DOI | ||||||
| 関連タイプ | isVersionOf | |||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | https://doi.org/10.1002/chir.23202 | |||||
| ISSN（print） | ||||||
| 収録物識別子タイプ | PISSN | |||||
| 収録物識別子 | 0899-0042 | |||||
| 書誌情報 |
en : Chirality 巻 32, 号 5, p. 556-563, 発行日 2020-05 |
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| 著者版フラグ | ||||||
| 値 | author | |||||
