Identification of extracellular siderophores and a related peptide from the endophytic fungus Epichloë festucae in culture and endophyte-infected Lolium perenne.
Identification of extracellular siderophores and a related peptide from the endophytic fungus Epichloë festucae in culture and endophyte-infected Lolium perenne.
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DOI：
10.1016/j.phytochem.2011.11.020
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发表时间：
2012-03
期刊：
影响因子：
3.8
通讯作者：
Lane G
中科院分区：
文献类型：
--
作者：
Koulman A;Lee TV;Fraser K;Johnson L;Arcus V;Lott JS;Rasmussen S;Lane G
已从真菌培养物中分离出Eichloënin A(1)和一个微小的Eichloënin B变异体，并在感染内生真菌的植物中发现了Ferriepichloënin A和相关的多肽Eichloëamide。►epichloënin A是一种铁铬八肽化合物，经核磁共振和高分辨核磁共振仪鉴定为八肽铁。►是一种次要的七肽变异体Eichloënin B，已被HRMSn鉴定。在内生真菌侵染植物的分泌液中检测到►Ferriepichloënin A。在滴管液中也检测到了相关的多肽►。►表面胺已被HRMSn鉴定为八肽。非核糖体多肽合成酶(NRPS)的编码基因已在表型真菌和新伤寒草属真菌中被鉴定，包括SIDN在内的禾本科植物的内生菌可能编码一种铁铬铁载体合成NRPS。在Eichloëfestucae中SIDN的靶向基因替换和互补已经确定胞外铁载体Eichloënin A是SIDN酶复合体的主要产物。本文报道了一个分离的组份的高分辨质谱裂解实验和核磁共振分析，证实了表没食子素A是铁载体家族的铁载体，它由四个甘氨酸、一个谷氨酰胺和三个N-δ-反式-脱水甲瓦隆-N-δ-羟基鸟氨酸组成。Eichloënin A在铁载体中的不同寻常之处在于，它包含一个八肽而不是六肽序列，并包含一个谷氨酰胺残基。在这项研究中，我们通过MS/MS谱中羟基鸟氨酸部分的特征中性损失，确定了带有侧链反式AMHO基团的去铁红铁载体可以与那些带有侧链顺式AMHO基团的去铁色素铁载体区分开来。一种次要成分Eichloënin B已被质谱学鉴定为甘氨酸变体。在多年生黑麦草(Lolium Perenne)野生型黑麦草(Lolium Perenne)植物体内检测到一种可能的脱氧产物--表面胺和铁蛋白A，但在感染ΔSidn突变株的植株中检测不到，在野生型羊茅真菌培养物中也检测到微量的表面胺和铁蛋白A。
Epichloënin A (1) has been isolated from fungal cultures together with a minor variant epichloënin B, and ferriepichloënin A and a related peptide epichloëamide have been found in endophyte-infected plants. ► Epichloënin A has been characterized as a ferrichrome octapeptide by HRMSn and NMR. ► The minor heptapeptide variant epichloënin B has been characterized by HRMSn. ► Ferriepichloënin A was detected in guttation fluid of endophyte-infected plants. ► The related peptide epichloëamide was also detected in guttation fluid. ► Epichloëamide has been characterized as an octapeptide by HRMSn. A number of genes encoding non-ribosomal peptide synthetases (NRPSs) have been identified in fungi of Epichloë/Neotyphodium species, endophytes of Pooid grasses, including sidN, putatively encoding a ferrichrome siderophore-synthesizing NRPS. Targeted gene replacement and complementation of sidN in Epichloë festucae has established that extracellular siderophore epichloënin A is the major product of the SidN enzyme complex. We report here high resolution mass spectrometric fragmentation experiments and NMR analysis of an isolated fraction establishing that epichloënin A is a siderophore of the ferrichrome family, comprising a cyclic sequence of four glycines, a glutamine and three Nδ-trans-anhydromevalonyl–Nδ-hydroxyornithine (AMHO) moieties. Epichloënin A is unusual among ferrichrome siderophores in comprising an octapeptide rather than hexapeptide sequence, and in incorporating a glutamine residue. During this investigation we have established that desferrichrome siderophores with pendant trans-AMHO groups can be distinguished from those with pendant cis-AMHO groups by the characteristic neutral loss of an hydroxyornithine moiety in the MS/MS spectrum. A minor component, epichloënin B, has been characterized as the triglycine variant by mass spectrometry. A peptide characterized by mass spectrometry as the putative deoxygenation product, epichloëamide has been detected together with ferriepichloënin A in guttation fluid from ryegrass (Lolium perenne) plants infected with wild-type E. festucae, but not in plants infected with the ΔsidN mutant strain, and also detected at trace levels in wild-type E. festucae fungal culture.
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影响因子：
56.9
作者：
LYONS, PC;PLATTNER, RD;BACON, CW
通讯作者：
BACON, CW
DOI：
10.1002/9780470384916.ch7
发表时间：
2005-01-01
期刊：
NEOTYPHODIUM IN COOL-SEASON GRASSES
影响因子：
--
作者：
Popay, Alison J.;Bonos, Stacy A.
通讯作者：
Bonos, Stacy A.
影响因子：
2.3
作者：
ROWAN, DD;GAYNOR, DL
通讯作者：
GAYNOR, DL
影响因子：
3.5
作者：
Essen, Sofia A.;Bylund, Dan;Lundstrom, Ulla S.
通讯作者：
Lundstrom, Ulla S.
DOI：
10.1039/c39840000614
发表时间：
1984-01-01
影响因子：
--
作者：
GALLAGHER, RT;HAWKES, AD;VLEGGAAR, R
通讯作者：
VLEGGAAR, R