Enediyne

Erome D Hankore1, Mitchell D Miller2, Abigael J Kosgei2

  • 1Pharmaceutical Sciences Department, University of Kentucky, 789 South Limestone, Lexington, Kentucky 40506, United States.

PubMed
概括

氨酸化酶 (TEs) 从聚基化合成酶 (PKSEs) 释放聚烯前体,以产生强效的抗瘤化合物. 结构和生化研究揭示了一个关键的催化残留物,Glu68,对于聚释放和enediyne生物合成至关重要.

相关概念视频

Peptidoglycan Synthesis01:28

Peptidoglycan Synthesis

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Stereochemical Effects of Enolization01:12

Stereochemical Effects of Enolization

The chiral α-carbon of the carbonyl compound is the stereocenter of the molecule. As shown in the figure below, when such a carbonyl compound undergoes racemization under an acidic or basic condition, an achiral enol is formed.
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Biosynthesis in Bacteria01:24

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Alkylation of β-Diester Enolates: Malonic Ester Synthesis01:14

Alkylation of β-Diester Enolates: Malonic Ester Synthesis

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Regioselective Formation of Enolates01:33

Regioselective Formation of Enolates

As depicted in the figure below, the unsymmetrical ketones can form two possible enolates:  less substituted or more substituted enolates. Usually, the thermodynamic enolates are formed from the more substituted α-carbon atom, while the kinetic enolates are formed faster by deprotonation from the less substituted position. The thermodynamic enolates have lower energy, so they are  more stable. But the energy required to form kinetic enolates is less.
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Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction01:26

Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction

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