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Search for "Xenorhabdus" in Full Text gives 6 result(s) in Beilstein Journal of Organic Chemistry.

Synthesis of legonmycins A and B, C(7a)-hydroxylated bacterial pyrrolizidines

  • Wilfred J. M. Lewis,
  • David M. Shaw and
  • Jeremy Robertson

Beilstein J. Org. Chem. 2021, 17, 334–342, doi:10.3762/bjoc.17.31

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  • Baeyer–Villiger-type ring expansion, hydrolysis and decarboxylation, cyclization and dehydration, and finally hydroxylation at C(7a). Just one month later, Bode reported the identification of an unknown gene cluster in the symbiotic bacterium Xenorhabdus stockiae [23]. Cloning and expression of this
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Published 02 Feb 2021

Fabclavine diversity in Xenorhabdus bacteria

  • Sebastian L. Wenski,
  • Harun Cimen,
  • Natalie Berghaus,
  • Sebastian W. Fuchs,
  • Selcuk Hazir and
  • Helge B. Bode

Beilstein J. Org. Chem. 2020, 16, 956–965, doi:10.3762/bjoc.16.84

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  • for bioactive compounds are required, such as the bacterial genera Xenorhabdus or Photorhabdus. In these strains, fabclavines are widely distributed SMs with a broad-spectrum bioactivity. Fabclavines are hybrid SMs derived from nonribosomal peptide synthetases (NRPS), polyunsaturated fatty acid (PUFA
  • ), and polyketide synthases (PKS). Selected Xenorhabdus and Photorhabdus mutant strains were generated applying a chemically inducible promoter in front of the suggested fabclavine (fcl) biosynthesis gene cluster (BGC), followed by the analysis of the occurring fabclavines. Subsequently, known and
  • metabolite; Xenorhabdus; Introduction The constantly increasing threat of multiresistant pathogens requires the development of new antibiotics, as they are indispensable to maintain the state of health of our society [1]. Bacterial natural products, also called secondary or specialized metabolites (SM
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Published 07 May 2020

Synthesis and SAR of the antistaphylococcal natural product nematophin from Xenorhabdus nematophila

  • Frank Wesche,
  • Hélène Adihou,
  • Thomas A. Wichelhaus and
  • Helge B. Bode

Beilstein J. Org. Chem. 2019, 15, 535–541, doi:10.3762/bjoc.15.47

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  • relationship of the simple and antistaphylococcal amide nematophin from Xenorhabdus nematophila and synthetic derivatives are described. Moreover, the synthesis of intrinsic fluorescent derivatives, incorporating azaindole moieties was achieved for the first time. Keywords: azaindole; fluorescent dye; MRSA
  • ; nematophin; Staphylococcus aureus; Introduction Microorganisms present a rich source of bioactive natural products of pharmacological importance against an emerging number of multiresistant bacteria [1]. Such examples are Xenorhabdus sp., Gram-negative entomopathogenic bacteria which live in symbiosis with
  • soil-living nematodes of the genera Steinernema [2][3]. During a complex life cycle the nematode–bacteria pair infects and kills insect larvae, whereby Xenorhabdus produce a broad range of natural products with antimicrobial properties [4][5][6][7][8]. As the Steinernema–Xenorhabdus complex is not
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Published 25 Feb 2019

Biosynthetic origin of butyrolactol A, an antifungal polyketide produced by a marine-derived Streptomyces

  • Enjuro Harunari,
  • Hisayuki Komaki and
  • Yasuhiro Igarashi

Beilstein J. Org. Chem. 2017, 13, 441–450, doi:10.3762/bjoc.13.47

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  • . Hydroxymalonyl-ACP was first identified as an unusual polyketide extender for zittermicin from Bacillus cereus [25]. The occurrence of this uncommon extender unit is limited to some bacterial species Bacillus [25][26], Xenorhabdus [27], Paenibacillus [28], and Streptomyces [29][30]. Methylmalonyl-CoA was readily
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Published 08 Mar 2017

Recent highlights in biosynthesis research using stable isotopes

  • Jan Rinkel and
  • Jeroen S. Dickschat

Beilstein J. Org. Chem. 2015, 11, 2493–2508, doi:10.3762/bjoc.11.271

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  • to different cyclic peptides from Photorhabdus and Xenorhabdus species [42] and for activity testing of heterologously expressed SAM-epimerases from various bacteria [43]. In a follow-up study the recently discovered NRPS product kollosin A (16, Figure 4) was investigated. This pentadecapeptide is
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Published 09 Dec 2015

Synthesis of szentiamide, a depsipeptide from entomopathogenic Xenorhabdus szentirmaii with activity against Plasmodium falciparum

  • Friederike I. Nollmann,
  • Andrea Dowling,
  • Marcel Kaiser,
  • Klaus Deckmann,
  • Sabine Grösch,
  • Richard ffrench-Constant and
  • Helge B. Bode

Beilstein J. Org. Chem. 2012, 8, 528–533, doi:10.3762/bjoc.8.60

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  • -60590 Frankfurt a. M., Germany 10.3762/bjoc.8.60 Abstract The synthesis of the recently characterized depsipeptide szentiamide (1), which is produced by the entomopathogenic bacterium Xenorhabdus szentirmaii, is described. Whereas no biological activity was previously identified for 1, the material
  • derived from the efficient synthesis enabled additional bioactivity tests leading to the identification of a notable activity against insect cells and Plasmodium falciparum, the causative agent of malaria. Keywords: cyclic depsipeptide; esterification; natural product; szentiamide; Xenorhabdus
  • ; Introduction Bacteria of the genus Xenorhabdus live in symbiosis with nematodes of the genus Steinernema and together they form an entomopathogenic complex that can infect and kill several insect larvae. During this complex life cycle the bacteria produce secondary metabolites, which may be involved in and/or
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Published 11 Apr 2012
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