A Widely Distributed Biosynthetic Cassette Is Responsible for Diverse Plant Side Chain Cross-Linked Cyclopeptides.
A Widely Distributed Biosynthetic Cassette Is Responsible for Diverse Plant Side Chain Cross-Linked Cyclopeptides.
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DOI：
10.1002/anie.202218082
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发表时间：
2023-02-06
影响因子：
16.6
通讯作者：
Chekan, Jonathan R.
中科院分区：
文献类型：
--
作者：
Lima, Stella T.;Ampolini, Brigitte G.;Underwood, Ethan B.;Graf, Tyler N.;Earp, Cody E.;Khedi, Imani C.;Pasquale, Michael A.;Chekan, Jonathan R.
环肽类生物碱是一类丰富的植物环肽类化合物，目前已发现200多种类似物，具有镇痛、抗病毒等多种生物活性。虽然这些天然产物已经被发现了几十年，但它们的生物合成基础仍然不清楚。使用转录组挖掘方法，我们将来自美洲Ceanothus americanus的环肽生物碱与专用的RiPP前体肽联系起来，并鉴定出新的、广泛分布的含有裂解BURP肽环化酶的基因簇。在我们的生物信息学分析的指导下，我们从阿拉比卡咖啡中鉴定并分离出新的环肽，我们将其命名为阿拉伯肽。在阿拉伯肽A的生物合成中发现的BURP的酶活性的重建验证了新发现的分裂BURP肽环化酶的活性。这些结果扩展了我们对负责不同环状植物肽的生物合成途径的理解，并表明这些侧链交联修饰广泛分布于真双子叶植物中。环肽类生物碱是一类丰富的植物天然产物，但其生物合成途径却知之甚少。通过结合转录组学和基因组挖掘，我们发现了一个广泛的生物合成盒负责侧链交联环肽。我们通过从阿拉比卡咖啡中分离一种新的环肽并重建定义分裂BURP肽环化酶家族的酶活性来验证这些观察结果。
Cyclopeptide alkaloids are an abundant class of plant cyclopeptides with over 200 analogs described and bioactivities ranging from analgesic to antiviral. While these natural products have been known for decades, their biosynthetic basis remains unclear. Using a transcriptome‐mining approach, we link the cyclopeptide alkaloids from Ceanothus americanus to dedicated RiPP precursor peptides and identify new, widely distributed split BURP peptide cyclase containing gene clusters. Guided by our bioinformatic analysis, we identify and isolate new cyclopeptides from Coffea arabica, which we named arabipeptins. Reconstitution of the enzyme activity for the BURP found in the biosynthesis of arabipeptin A validates the activity of the newly discovered split BURP peptide cyclases. These results expand our understanding of the biosynthetic pathways responsible for diverse cyclic plant peptides and suggest that these side chain cross‐link modifications are widely distributed in eudicots. Cyclopeptide alkaloids are a diverse class of plants natural products, yet little is known of their biosynthesis. By combining transcriptomics and genome mining, we uncover a widespread biosynthetic cassette responsible for side chain cross‐linked cyclopeptides. We validate these observations by isolating a new cyclopeptide from Coffea arabica and reconstituting enzymatic activity for the family defining split BURP peptide cyclase.
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