天蓝色链霉菌合成2-十一烷基吡咯的途径解析，2-十一烷基吡咯是十一烷基灵菌红素和链霉红菌素B生物合成中的关键中间体。
Elucidation of the Streptomyces coelicolor pathway to 2-undecylpyrrole, a key intermediate in undecylprodiginine and streptorubin B biosynthesis.
作者信息
Mo SangJoon, Sydor Paulina K, Corre Christophe, Alhamadsheh Mamoun M, Stanley Anna E, Haynes Stuart W, Song Lijiang, Reynolds Kevin A, Challis Gregory L
机构信息
Department of Chemistry, Portland State University, Portland, OR 97207, USA.
出版信息
Chem Biol. 2008 Feb;15(2):137-48. doi: 10.1016/j.chembiol.2007.11.015.
The red gene cluster of Streptomyces coelicolor directs production of undecylprodiginine. Here we report that this gene cluster also directs production of streptorubin B and show that 2-undecylpyrrole (UP) is an intermediate in the biosynthesis of undecylprodiginine and streptorubin B. The redPQRKL genes are involved in UP biosynthesis. RedL and RedK are proposed to generate UP from dodecanoic acid or a derivative. A redK(-) mutant produces a hydroxylated undecylprodiginine derivative, whereas redL(-) and redK(-) mutants require addition of chemically synthesized UP for production of undecylprodiginine and streptorubin B. Fatty acid biosynthetic enzymes can provide dodecanoic acid, but efficient and selective prodiginine biosynthesis requires RedPQR. Deletion of redP, redQ, or redR leads to an 80%-95% decrease in production of undecylprodiginine and an array of prodiginine analogs with varying alkyl chains. In a redR(-) mutant, the ratio of these can be altered in a logical manner by feeding various fatty acids.
天蓝色链霉菌的红色基因簇指导十一烷基灵菌红素的产生。在此我们报道，该基因簇还指导链霉红菌素B的产生，并表明2-十一烷基吡咯（UP）是十一烷基灵菌红素和链霉红菌素B生物合成的中间体。redPQRKL基因参与UP的生物合成。推测RedL和RedK可从十二烷酸或其衍生物生成UP。redK（-）突变体产生一种羟基化的十一烷基灵菌红素衍生物，而redL（-）和redK（-）突变体需要添加化学合成的UP才能产生十一烷基灵菌红素和链霉红菌素B。脂肪酸生物合成酶可提供十二烷酸，但高效且选择性的灵菌红素生物合成需要RedPQR。缺失redP、redQ或redR会导致十一烷基灵菌红素产量降低80%-95%，并产生一系列具有不同烷基链的灵菌红素类似物。在redR（-）突变体中，通过添加不同的脂肪酸，可以合理地改变这些类似物的比例。
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