Discovery of Thanafactin A, a Linear Proline-containing Octa-Lipopeptide from Pseudomonas sp. SH-C52, Motivated by Genome Mining

Norbert Kirchner; Carolina Cano-Prieto; Anna Schulz-Finke; M. Gütschow; Nico Ortlieb; Julia Moschny; Timo Niedermeyer; Jeannie Horak; Michael Lämmerhofer; Menno van der Voort; J.M. Raaijmakers; Harald Gross

doi:10.1021/acs.jnatprod.0c01174

Discovery of Thanafactin A, a Linear Proline-containing Octa-Lipopeptide from Pseudomonas sp. SH-C52, Motivated by Genome Mining

Norbert Kirchner, Carolina Cano-Prieto, Anna Schulz-Finke, M. Gütschow, Nico Ortlieb, Julia Moschny, Timo Niedermeyer, Jeannie Horak, Michael Lämmerhofer, Menno van der Voort, J.M. Raaijmakers, Harald Gross (Corresponding author)

NIOO - Microbial Ecology (ME)

Research output: Contribution to journal/periodical › Article › Scientific › peer-review

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Abstract

Genome mining of the bacterial strains Pseudomonas sp. SH-C52 and Pseudomonas fluorescens DSM 11579 showed that both strains contained a highly similar gene cluster encoding an octamodular nonribosomal peptide synthetase (NRPS) system which was not associated with a known secondary metabolite. Insertional mutagenesis of an NRPS component followed by comparative profiling led to the discovery of the corresponding novel linear octalipopeptide thanafactin A, which was subsequently isolated and its structure determined by two-dimensional NMR and further spectroscopic and chromatographic methods. In bioassays, thanafactin A exhibited weak protease inhibitory activity and was found to modulate swarming motility in a strain-specific manner.

Original language	English
Pages (from-to)	101–109
Number of pages	9
Journal	Journal of Natural Products
Volume	84
Issue number	1
DOIs	https://doi.org/10.1021/acs.jnatprod.0c01174
Publication status	Published - 2021

Keywords

International
Plan_S-Compliant_NO

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Kirchner, N., Cano-Prieto, C., Schulz-Finke, A., Gütschow, M., Ortlieb, N., Moschny, J., Niedermeyer, T., Horak, J., Lämmerhofer, M., van der Voort, M., Raaijmakers, J. M., & Gross, H. (2021). Discovery of Thanafactin A, a Linear Proline-containing Octa-Lipopeptide from Pseudomonas sp. SH-C52, Motivated by Genome Mining. Journal of Natural Products, 84(1), 101–109. https://doi.org/10.1021/acs.jnatprod.0c01174

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title = "Discovery of Thanafactin A, a Linear Proline-containing Octa-Lipopeptide from Pseudomonas sp. SH-C52, Motivated by Genome Mining",

abstract = "Genome mining of the bacterial strains Pseudomonas sp. SH-C52 and Pseudomonas fluorescens DSM 11579 showed that both strains contained a highly similar gene cluster encoding an octamodular nonribosomal peptide synthetase (NRPS) system which was not associated with a known secondary metabolite. Insertional mutagenesis of an NRPS component followed by comparative profiling led to the discovery of the corresponding novel linear octalipopeptide thanafactin A, which was subsequently isolated and its structure determined by two-dimensional NMR and further spectroscopic and chromatographic methods. In bioassays, thanafactin A exhibited weak protease inhibitory activity and was found to modulate swarming motility in a strain-specific manner.",

keywords = "International, Plan_S-Compliant_NO",

author = "Norbert Kirchner and Carolina Cano-Prieto and Anna Schulz-Finke and M. G{\"u}tschow and Nico Ortlieb and Julia Moschny and Timo Niedermeyer and Jeannie Horak and Michael L{\"a}mmerhofer and {van der Voort}, Menno and J.M. Raaijmakers and Harald Gross",

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year = "2021",

doi = "10.1021/acs.jnatprod.0c01174",

language = "English",

volume = "84",

pages = "101–109",

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Kirchner, N, Cano-Prieto, C, Schulz-Finke, A, Gütschow, M, Ortlieb, N, Moschny, J, Niedermeyer, T, Horak, J, Lämmerhofer, M, van der Voort, M, Raaijmakers, JM & Gross, H 2021, 'Discovery of Thanafactin A, a Linear Proline-containing Octa-Lipopeptide from Pseudomonas sp. SH-C52, Motivated by Genome Mining', Journal of Natural Products, vol. 84, no. 1, pp. 101–109. https://doi.org/10.1021/acs.jnatprod.0c01174

TY - JOUR

T1 - Discovery of Thanafactin A, a Linear Proline-containing Octa-Lipopeptide from Pseudomonas sp. SH-C52, Motivated by Genome Mining

AU - Kirchner, Norbert

AU - Cano-Prieto, Carolina

AU - Schulz-Finke, Anna

AU - Gütschow, M.

AU - Ortlieb, Nico

AU - Moschny, Julia

AU - Niedermeyer, Timo

AU - Horak, Jeannie

AU - Lämmerhofer, Michael

AU - van der Voort, Menno

AU - Raaijmakers, J.M.

AU - Gross, Harald

N1 - 7118, ME; Data archiving: not NIOO data

PY - 2021

Y1 - 2021

N2 - Genome mining of the bacterial strains Pseudomonas sp. SH-C52 and Pseudomonas fluorescens DSM 11579 showed that both strains contained a highly similar gene cluster encoding an octamodular nonribosomal peptide synthetase (NRPS) system which was not associated with a known secondary metabolite. Insertional mutagenesis of an NRPS component followed by comparative profiling led to the discovery of the corresponding novel linear octalipopeptide thanafactin A, which was subsequently isolated and its structure determined by two-dimensional NMR and further spectroscopic and chromatographic methods. In bioassays, thanafactin A exhibited weak protease inhibitory activity and was found to modulate swarming motility in a strain-specific manner.

AB - Genome mining of the bacterial strains Pseudomonas sp. SH-C52 and Pseudomonas fluorescens DSM 11579 showed that both strains contained a highly similar gene cluster encoding an octamodular nonribosomal peptide synthetase (NRPS) system which was not associated with a known secondary metabolite. Insertional mutagenesis of an NRPS component followed by comparative profiling led to the discovery of the corresponding novel linear octalipopeptide thanafactin A, which was subsequently isolated and its structure determined by two-dimensional NMR and further spectroscopic and chromatographic methods. In bioassays, thanafactin A exhibited weak protease inhibitory activity and was found to modulate swarming motility in a strain-specific manner.

KW - International

KW - Plan_S-Compliant_NO

U2 - 10.1021/acs.jnatprod.0c01174

DO - 10.1021/acs.jnatprod.0c01174

M3 - Article

SN - 0163-3864

VL - 84

SP - 101

EP - 109

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 1

ER -

Discovery of Thanafactin A, a Linear Proline-containing Octa-Lipopeptide from Pseudomonas sp. SH-C52, Motivated by Genome Mining

Abstract

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