Yeast Homologous Recombination Cloning Leading to the Novel Peptides Ambactin and Xenolindicin

Schimming, Olivia; Fleischhacker, Florian; Nollmann, Friederike I.; Bode, Helge B.

doi:10.1002/cbic.201402065

Cited by 58 publications

(68 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…[30] Finally,as mall signal was observed at al onger retention time anda ssigned to GameXPeptideA [6,24] (30 b), with 18 a being incorporated instead of phenylalanine. The structure was confirmed by HR-MS data (Table S1), the fragmentation pattern (FigureS21C), and repetition of the feeding experiment with a gxpS-overexpressing E. coli strain as described previously, [32] whereby 30 b was detected as amajor product ( Figure S21A).…”

Section: Carr Enrichment Of P-azidophenylalanine and Natural Productssupporting

confidence: 75%

Solid‐Phase Enrichment and Analysis of Azide‐Labeled Natural Products: Fishing Downstream of Biochemical Pathways

Pérez

Wesche

Adihou

et al. 2015

Chemistry A European J

Self Cite

View full text Add to dashboard Cite

Many methods have been devised over the decades to trace precursors of specific molecules in cellular environments as, for example, in biosynthesis studies. The advent of click chemistry has facilitated the powerful combination of tracing and at the same time sieving the highly complex metabolome for compounds derived from simple or complex starting materials, especially when the click reaction takes place on a solid support. While the principle of solid-phase click reactions has already been successfully applied for selective protein and peptide enrichment, the successful enrichment of much smaller primary and secondary metabolites, showing great structural diversity and undergoing many different biosynthetic steps, has seen only little development. For bacterial secondary metabolism, a far broader tolerance for "clickable" precursors was observed than in ribosomal proteinogenesis, thus making this method a surprisingly valuable tool for the tracking and discovery of compounds within the cellular biochemical network. The implementation of this method has led to the identification of several new compounds from the bacterial genera Photorhabdus and Xenorhabdus, clearly proving its power.

show abstract

Section: Carr Enrichment Of P-azidophenylalanine and Natural Productssupporting

confidence: 75%

Solid‐Phase Enrichment and Analysis of Azide‐Labeled Natural Products: Fishing Downstream of Biochemical Pathways

Pérez

Wesche

Adihou

et al. 2015

Chemistry A European J

Self Cite

View full text Add to dashboard Cite

show abstract

“…are a rich source of compounds with antimicrobial bioactivity, but isolation for structural characterization and bioactivity assays is often problematic as the amounts are often low. One method for improving biosynthesis is the exchange of the promoter in front of the biosynthesis gene ( Bode et al, 2015 ) or heterologous expression ( Schimming et al, 2014 ). Unfortunately, these approaches require knowledge about the biosynthetic pathways and the genes necessary for their expression.…”

Section: Discussionmentioning

confidence: 99%

The Global Regulators Lrp, LeuO, and HexA Control Secondary Metabolism in Entomopathogenic Bacteria

Engel

Windhorst

et al. 2017

Front. Microbiol.

Self Cite

View full text Add to dashboard Cite

Photorhabdus luminescens TTO1 and Xenorhabdus nematophila HGB081 are insect pathogenic bacteria and producers of various structurally diverse bioactive natural products. In these entomopathogenic bacteria we investigated the role of the global regulators Lrp, LeuO, and HexA in the production of natural products. Lrp is a general activator of natural product biosynthesis in X. nematophila and for most compounds in TTO1. Microarray analysis confirmed these results in X. nematophila and enabled the identification of additional biosynthesis gene clusters (BGC) regulated by Lrp. Moreover, when promoters of two X. nematophila BGC were analyzed, transcriptional activation by Lrp was observed. In contrast, LeuO in X. nematophila and P. luminescens has both repressing and activating features, depending on the natural product examined. Furthermore, heterologous overexpression of leuO from X. nematophila in the closely related Xenorhabdus szentirmaii resulted in overproduction of several natural products including novel compounds. The presented findings could be of importance for establishing a tool for overproduction of secondary metabolites and subsequent identification of novel compounds.

show abstract

“…A binary gradient was applied with ACN (+0.1% formic acid) and H 2 O (+0.1% formic acid) for 12 min in the following steps: 0–2 min 5% ACN , 2–2.5 min 40% ACN, 2.5–4 min 40% ACN, 4–14 min 40%–95% at a flow rate of 0.4 mL/min at 40 °C. This HPLC system was coupled to an Impact II QTOF (Bruker) mass spectrometer using Na-formiate as an internal calibration standard [ 24 ]. Carotenoids were detected in a positive ion mode with scanning range from 100–1200 m / z .…”

Section: Methodsmentioning

confidence: 99%

Combinatorial Biosynthesis of Novel Multi-Hydroxy Carotenoids in the Red Yeast Xanthophyllomyces dendrorhous

Pollmann

Breitenbach

Wolff

et al. 2017

JoF

View full text Add to dashboard Cite

The red yeast Xanthophyllomyces dendrorhous is an established platform for the synthesis of carotenoids. It was used for the generation of novel multi oxygenated carotenoid structures. This was achieved by a combinatorial approach starting with the selection of a β-carotene accumulating mutant, stepwise pathway engineering by integration of three microbial genes into the genome and finally the chemical reduction of the resulting 4,4’-diketo-nostoxanthin (2,3,2’,3’-tetrahydroxy-4,4’-diketo-β-carotene) and 4-keto-nostoxanthin (2,3,2’,3’-tetrahydroxy-4-monoketo-β-carotene). Both keto carotenoids and the resulting 4,4’-dihydroxy-nostoxanthin (2,3,4,2’,3’,4’-hexahydroxy-β-carotene) and 4-hydroxy-nostoxanthin (2,3,4,2’3’-pentahydroxy-β-carotene) were separated by high-performance liquid chromatography (HPLC) and analyzed by mass spectrometry. Their molecular masses and fragmentation patterns allowed the unequivocal identification of all four carotenoids.

show abstract

Yeast Homologous Recombination Cloning Leading to the Novel Peptides Ambactin and Xenolindicin

Cited by 58 publications

References 40 publications

Solid‐Phase Enrichment and Analysis of Azide‐Labeled Natural Products: Fishing Downstream of Biochemical Pathways

Solid‐Phase Enrichment and Analysis of Azide‐Labeled Natural Products: Fishing Downstream of Biochemical Pathways

The Global Regulators Lrp, LeuO, and HexA Control Secondary Metabolism in Entomopathogenic Bacteria

Combinatorial Biosynthesis of Novel Multi-Hydroxy Carotenoids in the Red Yeast Xanthophyllomyces dendrorhous

Contact Info

Product

Resources

About