期刊
PHYTOCHEMISTRY
卷 98, 期 -, 页码 60-68出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2013.11.015
关键词
Epichloe spp.; Clavicipitaceae; Grass symbionts; Genome sequencing; Pyrrolizidines; Loline alkaloids; exo-1-Acetamidopyrrolizidine; Oxoglutarate/iron-dependent dioxygenase lolO
资金
- USDA-CSREES [2009-11131030, 2012-6701319384]
- National Science Foundation [EF-0523661, EPS-0814194]
- NIH-NIGMS [R01GM086888]
- Samuel Roberts Noble Foundation, Ardmore, Oklahoma
- NSF's CRIF program [CHE-997841]
- University of Kentucky's Research Challenge Trust Fund
Lolines are potent insecticidal agents produced by endophytic fungi of cool-season grasses. These alkaloids are composed of a pyrrolizidine ring system and an uncommon ether bridge linking carbons 2 and 7. Previous results indicated that 1-aminopyrrolizidine was a pathway intermediate. We used RNA interference to knock down expression of lob, resulting in the accumulation of an alkaloid identified as exo-l-acetamidopyrrolizidine based on high-resolution MS and NMR. Genomes of endophytes differing in alkaloid profiles were sequenced, revealing that those with mutated lolO accumulated exo-1-acetamidopyrrolizidine but no lolines. Heterologous expression of wild-type lolO complemented a lolO mutant, resulting in the production of N-acetylnorloline. These results indicated that the non-heme iron oxygenase, LolO, is required for ether bridge formation, probably through oxidation of exo-1-acetamidopyrrolizidine. (C) 2013 Elsevier Ltd. All rights reserved.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据