通过细菌squalene cyclase的非自然六环C35聚烯酸的酶性形成
Ikuro Abe1, Hideya Tanaka, Hiroshi Noguchi
1University of Shizuoka, School of Pharmaceutical Sciences, 52-1 Yada, Shizuoka 422-8526, Japan. abei@ys7.u-shizuoka-ken.ac.jp
Journal of the American Chemical Society
|December 6, 2002
概括
酶将一种非自然的C35聚烯转化为一种新的六环结构. 这证明了素循环酶的存在.
科学领域:
- 生物化学 生物化学
- 有机化学 有机化学
- 酶学 是一种酶学.
背景情况:
- 斯奎伦环酶是自然产品生物合成中的关键酶.
- 了解它们的基质范围和催化机制是发现新型化合物的关键.
研究的目的:
- 为了研究一种非自然C35聚烯通过squalene:hopene cyclase的酶性转化.
- 探索该酶构建新型六环骨的能力.
主要方法:
- 使用来自Alicyclobacillus acidocaldarius的squalene:hopene cyclase进行酶转化.
- 循环化产品的表征.
主要成果:
- 在C35聚烯被成功转化为非自然的六环聚烯.
- 这代表了一个酶构建非自然的六环骨架的首次演示.
- 循环化通过对C15单元的终端双键进行质子攻击而启动,而无需重新排列.
结论:
- 素循环酶在创建复杂,不自然的循环结构方面具有显著的多功能性.
- 特定的基质构造 (椅子-椅子-椅子-椅子-船-船) 对于在循环化产品中实现所需的立体化学是至关重要的.
相关概念视频
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Dieckmann cyclization is an intramolecular Claisen condensation of diesters. The reaction occurs in the presence of a base and generates a cyclic β-ketoester as the final product. Commonly, 1, 6 and 1, 7-diesters are preferred substrates for the reaction since the generated five, and six-membered cyclic β-keto esters are particularly more stable.
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