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首页> 外文期刊>Applied Microbiology >Characterization of the Amicetin Biosynthesis Gene Cluster from Streptomyces vinaceusdrappus NRRL 2363 Implicates Two Alternative Strategies for Amide Bond Formation
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Characterization of the Amicetin Biosynthesis Gene Cluster from Streptomyces vinaceusdrappus NRRL 2363 Implicates Two Alternative Strategies for Amide Bond Formation

机译：vinaceusdrappus链霉菌NRRL 2363的Amicetin生物合成基因簇的表征涉及酰胺键形成的两种替代策略。

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Amicetin, an antibacterial and antiviral agent, belongs to a group of disaccharide nucleoside antibiotics featuring an α-(1→4)-glycoside bond in the disaccharide moiety. In this study, the amicetin biosynthesis gene cluster was cloned from Streptomyces vinaceusdrappus NRRL 2363 and localized on a 37-kb contiguous DNA region. Heterologous expression of the amicetin biosynthesis gene cluster in Streptomyces lividans TK64 resulted in the production of amicetin and its analogues, thereby confirming the identity of the ami gene cluster. In silico sequence analysis revealed that 21 genes were putatively involved in amicetin biosynthesis, including 3 for regulation and transportation, 10 for disaccharide biosynthesis, and 8 for the formation of the amicetin skeleton by the linkage of cytosine, p -aminobenzoic acid (PABA), and the terminal (+)-α-methylserine moieties. The inactivation of the benzoate coenzyme A (benzoate-CoA) ligase gene amiL and the N -acetyltransferase gene amiF led to two mutants that accumulated the same two compounds, cytosamine and 4-acetamido-3-hydroxybenzoic acid. These data indicated that AmiF functioned as an amide synthethase to link cytosine and PABA. The inactivation of amiR , encoding an acyl-CoA-acyl carrier protein transacylase, resulted in the production of plicacetin and norplicacetin, indicating AmiR to be responsible for attachment of the terminal methylserine moiety to form another amide bond. These findings implicated two alternative strategies for amide bond formation in amicetin biosynthesis.
机译：Amicetin是一种抗菌和抗病毒剂，属于一组在二糖部分具有α-（1→4）-糖苷键的二糖核苷抗生素。在这项研究中，从葡萄链霉菌NRRL 2363克隆了amicetin生物合成基因簇，并将其定位在一个37kb的连续DNA区域中。丁香链霉菌TK64中amicetin生物合成基因簇的异源表达导致amicetin及其类似物的产生，从而证实了ami基因簇的身份。计算机序列分析显示，推测21个基因参与了阿米斯汀的生物合成，其中3个是调控和运输的基因，10个是二糖的生物合成的基因，而8个是通过胞嘧啶，对氨基苯甲酸（PABA）的连接形成阿米斯汀骨架的基因，和末端（+）-α-甲基丝氨酸部分。苯甲酸酯辅酶A（苯甲酸酯-CoA）连接酶基因amiL和N-乙酰基转移酶基因amiF的失活导致两个突变体，它们积累了相同的两种化合物，即细胞胺和4-乙酰氨基-3-羟基苯甲酸。这些数据表明AmiF充当酰胺合成酶来连接胞嘧啶和PABA。编码酰基辅酶A酰基载体蛋白反式酰基转移酶的amiR失活导致产生plicacetin和norplicacetin，表明AmiR负责连接末端甲基丝氨酸部分以形成另一个酰胺键。这些发现暗示了在阿米斯汀生物合成中形成酰胺键的两种替代策略。

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