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NRPS Protein MarQ Catalyzes Flexible Adenylation and Specific S-Methylation
ACS Chemical Biology ( IF 3.5 ) Pub Date : 2018-08-30 00:00:00 , DOI: 10.1021/acschembio.8b00364 Tingting Huang 1 , Yingyi Duan 1 , Yi Zou 1 , Zixin Deng 1 , Shuangjun Lin 1
ACS Chemical Biology ( IF 3.5 ) Pub Date : 2018-08-30 00:00:00 , DOI: 10.1021/acschembio.8b00364 Tingting Huang 1 , Yingyi Duan 1 , Yi Zou 1 , Zixin Deng 1 , Shuangjun Lin 1
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Maremycins are a group of structurally diverse 2,5-diketopiperazine natural products featuring a rare amino acid building block, S-methyl-l-cysteine (Me-Cys). Three freestanding nonribosomal peptide synthetase (NRPS) proteins from the maremycins biosynthetic pathway were proposed for the formation of the 2,5-diketopiperazine scaffold: MarQ, MarM, and MarJ. MarQ displays flexible adenylation activity toward Cys, Me-Cys, Ser, and (S)-2,3-diaminopropanoic acid (DAP) and transfers these substrates to MarJ, which is the discrete peptidyl carrier protein (PCP). MarQ could also activate several other amino acids. The embedded methyltransferase (MT) domain in MarQ specifically catalyzes the thiol methylation of MarJ-tethered Cys. The in vitro reconstitution of MarQ and MarJ further provides clear evidence for the reaction sequence of methylation step on Cys. Our study on MarJ/Q tridomain cassette gains valuable insights into maremycins structure diversity and will be exploited to incorporate Me-Cys into natural products by combinatorial biosynthesis.
中文翻译：
NRPS蛋白MarQ催化柔性腺苷酸化和特异性S-甲基化
马来霉素是一组结构多样的2，5-二酮哌嗪天然产物，其特征在于罕见的氨基酸构件S-甲基-1-半胱氨酸（Me-Cys）。提出了来自maremycins生物合成途径的三种独立的非核糖体肽合成酶（NRPS）蛋白，用于形成2,5-二酮哌嗪骨架：MarQ，MarM和MarJ。MarQ对Cys，Me-Cys，Ser和（S）-2,3-二氨基丙酸（DAP）表现出灵活的腺苷酸化活性，并将这些底物转移至MarJ，即离散的肽基载体蛋白（PCP）。MarQ还可以激活其他几种氨基酸。MarQ中嵌入的甲基转移酶（MT）域特异性催化MarJ连接的Cys的巯基甲基化。在体外MarQ和MarJ的重组进一步为Cys上甲基化步骤的反应顺序提供了明确的证据。我们对MarJ / Q三域盒的研究获得了关于霉素的结构多样性的宝贵见解，并将通过组合生物合成将Me-Cys掺入天然产物中。
更新日期：2018-08-30
中文翻译：
NRPS蛋白MarQ催化柔性腺苷酸化和特异性S-甲基化
马来霉素是一组结构多样的2，5-二酮哌嗪天然产物，其特征在于罕见的氨基酸构件S-甲基-1-半胱氨酸（Me-Cys）。提出了来自maremycins生物合成途径的三种独立的非核糖体肽合成酶（NRPS）蛋白，用于形成2,5-二酮哌嗪骨架：MarQ，MarM和MarJ。MarQ对Cys，Me-Cys，Ser和（S）-2,3-二氨基丙酸（DAP）表现出灵活的腺苷酸化活性，并将这些底物转移至MarJ，即离散的肽基载体蛋白（PCP）。MarQ还可以激活其他几种氨基酸。MarQ中嵌入的甲基转移酶（MT）域特异性催化MarJ连接的Cys的巯基甲基化。在体外MarQ和MarJ的重组进一步为Cys上甲基化步骤的反应顺序提供了明确的证据。我们对MarJ / Q三域盒的研究获得了关于霉素的结构多样性的宝贵见解，并将通过组合生物合成将Me-Cys掺入天然产物中。
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