書誌事項
- タイトル別名
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- Conformational Analysis of the Rhodopsin Chromophore Using 6-s-cis-Fixed Bicyclic Retinal Analogs
- ニカンセイ レチナール アナログ オ モチイル ウシロドプシン ハッショクダン
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In order to investigate the conformation around the cyclohexene ring in the rhodopsin chromophore, we synthesized the bicyclic retinal analogs 7, in which C8 and C18 positions in retinal are connected by the methylene chain, and their interaction with bovine opsin was investigated. the enol triflates 17 which were readily derived from the bicyclic ketones 11 prepared from 2,2-dimethylcyclohexanone 9 via Dieckmann condensation of the diesters 10, were treated with methyl E-3-trimethylstannyl-2-butenoate in the presence of palladium diacetate to afford the β-ionylideneacetate ester analogs 18. These compounds were converted to the corresponding retinal analogs 7 via the Witting salts 22 and pentaenyl esters 23 or nitrile 26. The binding experiments of the retinal analogs 7 with bovine opsin gave the new artificial pigments 8 and from the comparison of opsin shift values, it was substantiated that the torsional angle around the 6-7 single bond in the rhodopsin chromophore is very close to that of rhodopsin analog 8b having a seven membered ring.
収録刊行物
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- ビタミン
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ビタミン 71 (9), 407-414, 1997
公益社団法人 日本ビタミン学会
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詳細情報 詳細情報について
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- CRID
- 1390001205834436352
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- NII論文ID
- 110002850149
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- NII書誌ID
- AN00207833
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- ISSN
- 2424080X
- 0006386X
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- NDL書誌ID
- 4306014
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- NDL
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可