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一种用于生物羟化反应的有机 O 供体。

An organic O donor for biological hydroxylation reactions.

机构信息

Univ. Grenoble Alpes, CNRS, UMR 5525, VetAgro Sup, Grenoble INP, TIMC, Grenoble 38000, France.

Laboratoire de Chimie des Processus Biologiques, Institut de Chimie, Collège de France, CNRS UMR 8229, PSL Research University, Sorbonne Université, Paris 75005, France.

出版信息

Proc Natl Acad Sci U S A. 2024 Mar 26;121(13):e2321242121. doi: 10.1073/pnas.2321242121. Epub 2024 Mar 20.

DOI:10.1073/pnas.2321242121
PMID:38507448
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10990095/
Abstract

All biological hydroxylation reactions are thought to derive the oxygen atom from one of three inorganic oxygen donors, O, HO or HO. Here, we have identified the organic compound prephenate as the oxygen donor for the three hydroxylation steps of the O-independent biosynthetic pathway of ubiquinone, a widely distributed lipid coenzyme. Prephenate is an intermediate in the aromatic amino acid pathway and genetic experiments showed that it is essential for ubiquinone biosynthesis in under anaerobic conditions. Metabolic labeling experiments with O-shikimate, a precursor of prephenate, demonstrated the incorporation of O atoms into ubiquinone. The role of specific iron-sulfur enzymes belonging to the widespread U32 protein family is discussed. Prephenate-dependent hydroxylation reactions represent a unique biochemical strategy for adaptation to anaerobic environments.

摘要

所有生物的羟化反应都被认为是从三种无机氧供体 O、HO 或 HO 中获得氧原子。在这里，我们已经确定了有机化合物预苯酸是泛醌非依赖型生物合成途径中三个羟化步骤的氧供体，泛醌是一种广泛分布的脂辅酶。预苯酸是芳香族氨基酸途径的中间产物，遗传实验表明，它是在厌氧条件下生物合成泛醌所必需的。用 O-莽草酸（预苯酸的前体）进行代谢标记实验表明，氧原子被掺入到泛醌中。讨论了属于广泛存在的 U32 蛋白家族的特定铁硫酶的作用。依赖预苯酸的羟化反应代表了一种适应厌氧环境的独特生化策略。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/126534f02bc1/pnas.2321242121fig05.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/57c6d2f3774e/pnas.2321242121fig01.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/e8f01e8b46e6/pnas.2321242121fig02.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/052db6786b14/pnas.2321242121fig03.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/b9cc436c838f/pnas.2321242121fig04.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/126534f02bc1/pnas.2321242121fig05.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/57c6d2f3774e/pnas.2321242121fig01.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/e8f01e8b46e6/pnas.2321242121fig02.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/052db6786b14/pnas.2321242121fig03.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/b9cc436c838f/pnas.2321242121fig04.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4880/10990095/126534f02bc1/pnas.2321242121fig05.jpg

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