Please use this identifier to cite or link to this item: doi:10.22028/D291-37448
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Title: Perquinolines A-C: Unprecedented Bacterial Tetrahydroisoquinolines Involving an Intriguing Biosynthesis
Author(s): Rebets, Yuriy
Nadmid, Suvd
Paulus, Constanze
Dahlem, Charlotte
Herrmann, Jennifer
Hübner, Harald
Rückert, Christian
Kiemer, Alexandra K.
Gmeiner, Peter
Kalinowski, Jörn
Müller, Rolf
Luzhetskyy, Andriy
Language: English
Title: Angewandte Chemie
Volume: 58
Issue: 37
Pages: 12930-12934
Publisher/Platform: Wiley
Year of Publication: 2019
Free key words: 8-amino-7-oxononanoate synthase
natural product
DDC notations: 500 Science
Publikation type: Journal Article
Abstract: Metabolic profiling of Streptomyces sp. IB2014/016-6 led to the identification of three new tetrahydroisoquinoline natural products, perquinolines A–C (1–3). Labelled precursor feeding studies and the cloning of the pqr biosynthetic gene cluster revealed that 1–3 are assembled by the action of several unusual enzymes. The biosynthesis starts with the condensation of succinyl-CoA and l-phenylalanine catalyzed by the amino-7-oxononanoate synthase-like enzyme PqrA, representing rare chemistry in natural product assembly. The second condensation and cyclization events are conducted by PqrG, an enzyme resembling an acyl-CoA ligase. Last, ATP-grasp RimK-type ligase PqrI completes the biosynthesis by transferring a γ-aminobutyric acid or β-alanine moiety. The discovered pathway represents a new route for assembling the tetrahydroisoquinoline cores of natural products.
DOI of the first publication: 10.1002/anie.201905538
URL of the first publication:
Link to this record: urn:nbn:de:bsz:291--ds-374481
ISSN: 1521-3773
Date of registration: 29-Sep-2022
Description of the related object: Supporting Information
Related object:
Faculty: NT - Naturwissenschaftlich- Technische Fakultät
Department: NT - Pharmazie
Professorship: NT - Prof. Dr. Alexandra K. Kiemer
NT - Prof. Dr. Andriy Luzhetskyy
NT - Prof. Dr. Rolf Müller
Collections:SciDok - Der Wissenschaftsserver der Universität des Saarlandes

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