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Updated: Jul 16, 2025

A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
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Published on: October 4, 2019

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细胞染色体P450介导的循环在Eunicellane衍生的迪特尔类生物合成中

Zengyuan Wang1, Qian Yang1, Jingyi He1

  • 1State Key Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing, 211198, China.

Angewandte Chemie (International ed. in English)
|September 22, 2023
PubMed
概括

研究人员发现了一种新的两步途径,用于使用烯环酶和罕见的细胞染色体P450酶创建复杂的二烯酸. 这一发现扩大了我们对天然产品生物合成和酶催化物的理解.

关键词:
生物合成生物合成细胞染色体P450酶的酶尤尼塞拉尼迪特尔佩诺伊德 (Eunicellane Diterpenoids) 是一种单类植物.烯循环化过程中的烯.

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Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
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Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
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The absorption of UV–visible light by conjugated systems causes the promotion of an electron from the ground state to the excited state. Consequently, photochemical electrocyclic reactions proceed via the excited-state HOMO rather than the ground-state HOMO. Since the ground- and excited-state HOMOs have different symmetries, the stereochemical outcome of electrocyclic reactions depends on the mode of activation; i.e., thermal or photochemical.
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