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首页> 外文期刊>Proceedings of the National Academy of Sciences of the United States of America >The structure of dimethylallyl tryptophan synthase reveals a common architecture of aromatic prenyltransferases in fungi and bacteria
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The structure of dimethylallyl tryptophan synthase reveals a common architecture of aromatic prenyltransferases in fungi and bacteria

机译：二甲基烯丙基色氨酸合酶的结构揭示了真菌和细菌中芳香异戊二烯基转移酶的常见结构

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摘要

Ergot alkaloids are toxins and important Pharmaceuticals that are produced biotechnologically on an industrial scale. The first committed step of ergot alkaloid biosynthesis is catalyzed by dimethylallyl tryptophan synthase (DMATS; EC 2.5.1.34). Orthologs of DMATS are found in many fungal genomes. We report here the x-ray structure of DMATS, determined at a resolution of 1.76 A. A complex of DMATS from Aspergillus fumigatus with its aromatic substrate L-tryptophan and with an analogue of its isoprenoid substrate dimethylallyl diphosphate reveals the structural basis of this enzyme-catalyzed Friedel-Crafts reaction, which shows strict regiospecificity for position 4 of the indole nucleus of tryptophan as well as unusual independence of the presence of Mg~(2+) ions. The 3D structure of DMATS belongs to a rare β/α barrel fold, called prenyltransferase barrel, that was recently discovered in a small group of bacterial enzymes with no sequence similarity to DMATS. These bacterial enzymes catalyze the prenylation of aromatic substrates in the biosynthesis of secondary metabolites (i.e., a reaction similar to that of DMATS).
机译：麦角生物碱是毒素和重要的药物，它们在工业规模上以生物技术生产。麦角生物碱生物合成的第一步是由二甲基烯丙基色氨酸合酶（DMATS； EC 2.5.1.34）催化的。 DMATS的直系同源物存在于许多真菌基因组中。我们在这里报告的DMATS的x射线结构以1.76 A的分辨率确定。来自烟曲霉的DMATS与其芳香族底物L-色氨酸及其类似物类异戊二烯底物二甲基烯丙基二磷酸酯的类似物的复合物揭示了该酶的结构基础催化的Friedel-Crafts反应，对色氨酸吲哚核的4位具有严格的区域特异性，并且不存在独立的Mg〜（2+）离子。 DMATS的3D结构属于罕见的β/α桶形折叠，称为异戊二烯基转移酶桶形，最近在一小组与DMATS没有序列相似性的细菌酶中被发现。这些细菌酶在次生代谢产物的生物合成中催化芳香族底物的异戊烯基化（即类似于DMATS的反应）。

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    Ute Metzger; Christoph Schall; Georg Zocher; Inge Unsoeld; Edyta Stec; Shu-Ming Li; Lutz Heide; Thilo Stehle;

  • 作者单位

    Pharmazeutisches Institut, Universitaet Tubingen, 72076 Tubingen, Germany;

    lnterfakultaeres Institut fuer Biochemie, Universitaet Tubingen, 72076 Tuebingen, Germany;

    lnterfakultaeres Institut fuer Biochemie, Universitaet Tubingen, 72076 Tuebingen, Germany;

    Pharmazeutisches Institut, Universitaet Tubingen, 72076 Tubingen, Germany;

    Institut fuer Pharmazeutische Biologie, Universitat Marburg, 35037 Marburg, Germany;

    Institut fuer Pharmazeutische Biologie, Universitat Marburg, 35037 Marburg, Germany;

    Pharmazeutische Biologie, Pharmazeutisches Institut, Universitat Tubingen, Auf der Morgenstelle 8, 72076 Tubingen, Germany;

    lnterfakultaeres Institut fuer Biochemie, Universitaet Tubingen, 72076 Tuebingen, Germany Department of Pediatrics, Vanderbilt University School of Medicine, Nashville, TN 37232;

  • 收录信息 美国《科学引文索引》(SCI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
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