Tracer experiment revealed that (E)-3″-hydroxygeranylhydroquinone is not an intermediate of the shikonin/alkannin and shikonofuran biosynthetic pathways in Lithospermum erythrorhizon.

IF 1.4 4区生物学 Q4 BIOTECHNOLOGY & APPLIED MICROBIOLOGY

Plant Biotechnology Pub Date : 2024-09-25 DOI:10.5511/plantbiotechnology.24.0303a

Misaki Manabe, Bunta Watanabe, Haruka Oshikiri, Kojiro Takanashi

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引用次数: 0

Abstract

Lithospermum erythrorhizon (Boraginaceae) produces shikonin/alkannin, an enantiomeric pair of red naphthoquinone pigments with diverse biological activities. For the industrial production of shikonin/alkannin derivatives, a cell suspension culture system of L. erythrorhizon has been established. To produce shikonin/alkannin derivatives more efficiently in cultured cells, it is essential to understand the shikonin/alkannin biosynthetic pathway, which has not been fully elucidated. A previous study suggested that a conversion of (Z)- to (E)-3″-hydroxygeranylhydroquinone (3″-OH-GHQ) is a branching point of the shikonin/alkannin biosynthetic pathway and the shikonofuran biosynthetic pathway in L. erythrorhizon cell cultures. However, it is not clear whether (E)-3″-OH-GHQ is an intermediate of both pathways. This study performed a feeding assay with three deuterium-labeled compounds including (E)-3″-OH-GHQ and its (Z)-isomer, and showed that (E)-3″-OH-GHQ was not involved in the shikonin/alkannin and shikonofuran biosynthetic pathways.

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示踪实验表明(E)-3″-羟基香叶基对苯二酚不是紫草中紫草素/烷酸和紫草呋喃生物合成途径的中间体。

紫草属植物紫草素（Lithospermum erythrorhizon, Boraginaceae）是一种具有多种生物活性的红色萘醌对映体。为工业化生产紫草素/木犀草素衍生物，建立了紫草素细胞悬浮培养体系。为了在培养细胞中更有效地产生紫草素/烷酸苷衍生物，有必要了解尚未完全阐明的紫草素/烷酸苷生物合成途径。先前的研究表明，(Z)-转化为(E)-3″-羟基香叶基对苯二酚（3″- oh - ghq）是L. erythrorhizon细胞培养中紫草素/烷酸苷生物合成途径和紫草呋喃生物合成途径的分支点。然而，尚不清楚(E)-3″-OH-GHQ是否是这两种途径的中间产物。本研究对三种氘标记化合物(E)-3″-OH-GHQ及其(Z)-异构体进行了饲喂实验，结果表明(E)-3″-OH-GHQ不参与紫草素/烷烃和紫草呋喃的生物合成途径。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Plant Biotechnology BIOTECHNOLOGY & APPLIED MICROBIOLOGY-PLANT SCIENCES

CiteScore

2.90

自引率

18.80%

发文量

审稿时长

6-12 weeks

期刊介绍： Plant Biotechnology is an international, open-access, and online journal, published every three months by the Japanese Society for Plant Biotechnology. The journal, first published in 1984 as the predecessor journal, “Plant Tissue Culture Letters” and became its present form in 1997 when the society name was renamed to Japanese Society for Plant Cell and Molecular Biology, publishes findings in the areas from basic- to application research of plant biotechnology. The aim of Plant Biotechnology is to publish original and high-impact papers, in the most rapid turnaround time for reviewing, on the plant biotechnology including tissue culture, production of specialized metabolites, transgenic technology, and genome editing technology, and also on the related research fields including molecular biology, cell biology, genetics, plant breeding, plant physiology and biochemistry, metabolic engineering, synthetic biology, and bioinformatics.