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可水解单宁生物合成的阐明与重构。

Elucidation and reconstitution of hydrolyzable tannin biosynthesis.

作者信息

Tahara Ko, Milkowski Carsten, Oda-Yamamizo Chihiro

机构信息

Department of Forest Molecular Genetics and Biotechnology, Forestry and Forest Products Research Institute (FFPRI), 1 Matsunosato, Tsukuba, Ibaraki 305-8687, Japan.

Martin Luther University Halle-Wittenberg, AGRIPOLY: International Graduate School in Agricultural and Polymer Sciences, Betty-Heimann-Straße 3, D-06120 Halle, Germany.

出版信息

Plant Biotechnol (Tokyo). 2024 Sep 25;41(3):203-212. doi: 10.5511/plantbiotechnology.24.0601a.

DOI:10.5511/plantbiotechnology.24.0601a
PMID:40115765
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11921145/
Abstract

Hydrolyzable tannins (HTs) are a class of polyphenols produced mostly in core eudicot plants. They accumulate in various plant tissues and are considered to function as defense compounds that protect against herbivory, infections, and toxic metals (specifically aluminum ions). Moreover, HTs have industrial and pharmaceutical uses that benefit humans. Elucidating and reconstituting the biosynthesis of HTs is necessary for genetically engineering in planta functions and for efficiently producing HTs for human use. The biosynthesis of HTs is initiated by the formation of gallic acid from the shikimate pathway intermediate 3-dehydroshikimic acid, which is catalyzed by bifunctional dehydroquinate dehydratase/shikimate dehydrogenases (DQD/SDHs). In the second step, UDP glycosyltransferases (UGTs) esterify gallic acid with glucose to form β-glucogallin (1--galloyl-β-D-glucose). β-glucogallin is then converted to 1,2,3,4,6-penta--galloyl-β-D-glucose through a series of galloylation steps that are catalyzed by galloyltransferases, using β-glucogallin as a galloyl donor. Laccases subsequently catalyze the oxidative coupling between adjacent galloyl groups to form hexahydroxydiphenoyl (HHDP) groups, which are characteristic components of ellagitannins. Furthermore, monomeric ellagitannins can undergo oligomerization via intermolecular oxidative coupling, which is also catalyzed by laccases. To reconstitute the HT biosynthetic pathway in HT-non-accumulating plants, /s and s from were heterologously co-expressed in leaves, which resulted in the production of gallic acid and β-glucogallin. In future studies, this transgenic system will be used to identify genes encoding galloyltransferases and laccases to further elucidate and reconstitute the HT biosynthetic pathway.

摘要

可水解单宁(HTs)是一类主要在核心真双子叶植物中产生的多酚。它们积累在各种植物组织中,被认为起着防御化合物的作用,可抵御食草动物、感染和有毒金属(特别是铝离子)。此外,HTs在工业和制药方面对人类有益。阐明并重建HTs的生物合成对于在植物中进行基因工程功能研究以及高效生产供人类使用的HTs是必要的。HTs的生物合成起始于莽草酸途径中间体3 - 脱氢莽草酸形成没食子酸,这一过程由双功能脱氢奎尼酸脱水酶/莽草酸脱氢酶(DQD/SDHs)催化。第二步,尿苷二磷酸糖基转移酶(UGTs)将没食子酸与葡萄糖酯化形成β - 葡萄糖没食子酸(1 - 没食子酰基 - β - D - 葡萄糖)。然后,β - 葡萄糖没食子酸通过一系列由没食子酰基转移酶催化的没食子酰化步骤转化为1,2,3,4,6 - 五没食子酰基 - β - D - 葡萄糖,其中β - 葡萄糖没食子酸作为没食子酰基供体。漆酶随后催化相邻没食子酰基之间的氧化偶联形成六羟基二苯甲酰(HHDP)基团,这是鞣花单宁的特征性成分。此外,单体鞣花单宁可通过分子间氧化偶联进行寡聚化,这一过程也由漆酶催化。为了在不积累HTs的植物中重建HT生物合成途径,来自[具体来源未给出]的[具体基因未给出]和[具体基因未给出]在[具体植物未给出]叶片中异源共表达,从而产生了没食子酸和β - 葡萄糖没食子酸。在未来的研究中,这个转基因系统将用于鉴定编码没食子酰基转移酶和漆酶的基因,以进一步阐明和重建HT生物合成途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d72/11921145/2ab169022c15/plantbiotechnology-41-3-24.0601a-figure03.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d72/11921145/ab184d94b282/plantbiotechnology-41-3-24.0601a-figure01.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d72/11921145/eada6abe2b11/plantbiotechnology-41-3-24.0601a-figure02.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d72/11921145/2ab169022c15/plantbiotechnology-41-3-24.0601a-figure03.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d72/11921145/ab184d94b282/plantbiotechnology-41-3-24.0601a-figure01.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d72/11921145/eada6abe2b11/plantbiotechnology-41-3-24.0601a-figure02.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d72/11921145/2ab169022c15/plantbiotechnology-41-3-24.0601a-figure03.jpg

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Int J Biol Macromol. 2023 Dec 31;253(Pt 7):127485. doi: 10.1016/j.ijbiomac.2023.127485. Epub 2023 Oct 18.
2
Heterologous gene expression system for the production of hydrolyzable tannin intermediates in herbaceous model plants.在草本模式植物中生产可水解单宁中间产物的异源基因表达系统。
J Plant Res. 2023 Nov;136(6):891-905. doi: 10.1007/s10265-023-01484-2. Epub 2023 Aug 1.
3
The complexities of proanthocyanidin biosynthesis and its regulation in plants.
植物中原花青素生物合成及其调控的复杂性。
Plant Commun. 2023 Mar 13;4(2):100498. doi: 10.1016/j.xplc.2022.100498. Epub 2022 Nov 26.
4
Insights into acylation mechanisms: co-expression of serine carboxypeptidase-like acyltransferases and their non-catalytic companion paralogs.酰化机制的研究进展:丝氨酸羧肽酶样酰基转移酶与其非催化伴侣平行基因的共表达。
Plant J. 2022 Jul;111(1):117-133. doi: 10.1111/tpj.15782. Epub 2022 May 7.
5
The carbohydrate-active enzyme database: functions and literature.碳水化合物活性酶数据库:功能和文献。
Nucleic Acids Res. 2022 Jan 7;50(D1):D571-D577. doi: 10.1093/nar/gkab1045.
6
Methyl jasmonate elicits distinctive hydrolyzable tannin, flavonoid, and phyto-oxylipin responses in pomegranate (Punica granatum L.) leaves.茉莉酸甲酯诱导石榴(Punica granatum L.)叶片中独特的可水解单宁、类黄酮和植物氧化脂的响应。
Planta. 2021 Sep 29;254(5):89. doi: 10.1007/s00425-021-03735-9.
7
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Mol Biol Evol. 2021 Jun 25;38(7):3022-3027. doi: 10.1093/molbev/msab120.
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9
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Molecules. 2020 Aug 14;25(16):3714. doi: 10.3390/molecules25163714.