Two O-methyltransferases from Phylogenetically Unrelated Cow Parsley (Anthriscus sylvestris) and Hinoki-asunaro (Thujopsis dolabrata var. hondae) as a Signature of Lineage-specific Evolution in Lignan Biosynthesis
Two O-methyltransferases from Phylogenetically Unrelated Cow Parsley (Anthriscus sylvestris) and Hinoki-asunaro (Thujopsis dolabrata var. hondae) as a Signature of Lineage-specific Evolution in Lignan Biosynthesis
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来自系统发育无关的牛欧芹 (Anthriscus sylvestris) 和 Hinoki-asunaro (Thujopsis dolabrata var. hondae) 的两种 O-甲基转移酶作为木脂素生物合成中谱系特异性进化的标志
DOI：
10.1093/pcp/pcac164
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发表时间：
2023
影响因子：
4.9
通讯作者：
Toshiaki Umezawa
中科院分区：
文献类型：
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作者：
Masaomi Yamamura;Masato Kumatani;Akira Shiraishi;Yu Matsuura;Keisuke Kobayashi;Ayano Suzuki;Atsushi Kawamura;Honoo Satake;Safendrri Komara Ragamustari;Shiro Suzuki;Hideyuki Suzuki;Daisuke Shibata;Shingo Kawai;Eiichiro Ono;Toshiaki Umezawa
o -甲基转移酶（OMTs）在抗肿瘤木脂素生物合成中发挥重要作用。迄今为止，已经确定了6个催化二苄基丁内酯木脂素甲基化的omt作为抗肿瘤木脂素的生物合成前体。然而，目前对不同植物系间生物合成机制的多样性和规律性还没有系统的认识。在此，我们报道了来自manthriscus sylvestrisandThujopsis dolabratavar的两个omt的特征。hondae[被指定为AsSecoNorYatein (SNY) OMT和TdSNYOMT]与六个已知的OMT一起评估其多样性和规律性。尽管。sylvestris5-O-methylthujaplicatin （SecoNorYatein）和4-O-demethylyatein (NorYatein) OMT （AsSNYOMT）和TdSNYOMT接受5-O-methylthujaplicatin和4-O-demethylyatein作为底物，系统发育分析表明这两个OMT具有较低的氨基酸序列同源性（33.8%），表明它们是平行进化的特征。研究发现，这些omt和之前鉴定的6个omt在底物特异性、区域选择性和氨基酸序列一致性方面存在差异，表明每个植物物种的进化是独立的。同时，双熵分析检测到四种氨基酸残基是二苄基丁内酯木脂素OMTs特异性获得的。AsSNYOMT的位点定向突变表明，其中两个位点对5-O-methylthujaplicatin甲基化有专门的贡献。该结果为平行进化和植物次生（特化）代谢中omt的多样性和规律性提供了一个新的例子。
O-Methyltransferases (OMTs) play important roles in antitumor lignan biosynthesis. To date, six OMTs catalyzing the methylation of dibenzylbutyrolactone lignans as biosynthetic precursors of antitumor lignans have been identified. However, there is still no systematic understanding of the diversity and regularity of the biosynthetic mechanisms among various plant lineages. Herein, we report the characterization of two OMTs fromAnthriscus sylvestrisandThujopsis dolabratavar.hondae[designated as AsSecoNorYatein (SNY) OMT and TdSNYOMT] together with the six known OMTs to evaluate their diversity and regularity. AlthoughA. sylvestris5-O-methylthujaplicatin (SecoNorYatein) and 4-O-demethylyatein (NorYatein) OMT (AsSNYOMT) and TdSNYOMT accept 5-O-methylthujaplicatin and 4-O-demethylyatein as substrates, phylogenetic analysis indicated that these two OMTs shared low amino acid sequence identity, 33.8%, indicating a signature of parallel evolution. The OMTs and the six previously identified OMTs were found to be diverse in terms of their substrate specificity, regioselectivity and amino acid sequence identity, indicating independent evolution in each plant species. Meanwhile, two-entropy analysis detected four amino acid residues as being specifically acquired by dibenzylbutyrolactone lignan OMTs. Site-directed mutation of AsSNYOMT indicated that two of them contributed specifically to 5-O-methylthujaplicatin methylation. The results provide a new example of parallel evolution and the diversity and regularity of OMTs in plant secondary (specialized) metabolism.