Discovery and Elucidation of the Biosynthesis of Aspernidgulenes: Novel Polyenes from Aspergillus Nidulans by Using Serial Promoter Replacement.
Discovery and Elucidation of the Biosynthesis of Aspernidgulenes: Novel Polyenes from Aspergillus Nidulans by Using Serial Promoter Replacement.
复制标题
通过使用连续启动子替换，发现和阐明了曲霉菌的生物合成：来自曲霉曲霉的新型多烯。
DOI：
10.1002/cbic.201800486
复制
发表时间：
2019-02-01
期刊：
影响因子：
--
通讯作者：
Wang CCC
中科院分区：
文献类型：
--
作者：
Lin TS;Chen B;Chiang YM;Wang CCC
通过连续的启动子交换，我们从构巢曲霉中分离出了几种新型多烯，即 aspernidgulenes，并揭示了它们仅涉及四种酶的简洁生物合成途径。一种无烯酰还原酶 (ER) 的高还原性聚酮合酶 (HR-PKS) 假定产生 5,6-二氢-α-吡喃酮多烯，该多烯经历双环氧化、环氧化物开环、环化和三种剪裁酶的水解裂解，生成 aspernidgulene A1 和 A2。我们的研究结果证明了真菌剪裁酶能够将聚酮化合物支架简洁有效地转化为复杂结构。此外，与黄绿素和金华素生物合成的比较表明，甲基转移酶（CtvB 或 AurB）对 α-吡喃酮羟基的甲基化是这两类化合物的生物合成出现分歧的分支点。因此，扫描同源簇中守门α-吡喃酮甲基转移酶基因是否存在可能是一种潜在的方法，可以在生物信息学上将产物分类为甲基化α-吡喃酮多烯或多烯，该多烯含有源自未甲基化5,6-二氢-α-吡喃酮环化的环，例如2,3-二甲基-γ-内酯和氧杂二环[2.2.1]庚烷。
Through serial promoter exchanges, we isolated several novel polyenes, the aspernidgulenes, from Aspergillus nidulans and uncovered their succinct biosynthetic pathway involving only four enzymes. An enoyl reductase (ER)-less highly reducing polyketide synthase (HR-PKS) putatively produces a 5,6-dihydro-α-pyrone polyene, which undergoes bisepoxidation, epoxide ring opening, cyclization, and hydrolytic cleavage by three tailoring enzymes to generate aspernidgulene A1 and A2. Our findings demonstrate the prowess of fungal-tailoring enzymes to transform a polyketide scaffold concisely and efficiently into complex structures. Moreover, comparison with citreoviridin and aurovertin biosynthesis suggests that methylation of the α-pyrone hydroxy group by methyltransferase (CtvB or AurB) is the branching point at which the biosynthesis of these two classes of compounds diverge. Therefore, scanning for the presence or absence of the gatekeeping α-pyrone methyltransferase gene in homologous clusters might be a potential way to classify the product bioinformatically as belonging to methylated α-pyrone polyenes or polyenes containing rings derived from the cyclization of the unmethylated 5,6-dihydro-α-pyrone, such as 2,3-dimethyl-γ-lactone and oxabicyclo[2.2.1]heptane.
登录
查看更多内容
影响因子：
3.7
作者：
Wu YH;Hu CW;Chien CW;Chen YJ;Huang HC;Juan HF
通讯作者：
Juan HF
DOI：
10.1073/pnas.1205532110
发表时间：
2013-01-02
影响因子：
11.1
作者：
Andersen, Mikael R.;Nielsen, Jakob B.;Mortensen, Uffe H.
通讯作者：
Mortensen, Uffe H.
影响因子：
4
作者：
Yeh HH;Ahuja M;Chiang YM;Oakley CE;Moore S;Yoon O;Hajovsky H;Bok JW;Keller NP;Wang CC;Oakley BR
通讯作者：
Oakley BR
影响因子：
5.2
作者：
Liu, Ting;Sanchez, James F.;Chiang, Yi-Ming;Oakley, Berl R.;Wang, Clay C. C.
通讯作者：
Wang, Clay C. C.
影响因子：
14.8
作者：
Zou Y;Garcia-Borràs M;Tang MC;Hirayama Y;Li DH;Li L;Watanabe K;Houk KN;Tang Y
通讯作者：
Tang Y