Literature DB >> 33151679

Genome Mining and Metabolomics Uncover a Rare d-Capreomycidine Containing Natural Product and Its Biosynthetic Gene Cluster.

James H Tryon1, Jennifer C Rote1, Li Chen2, Matthew T Robey1, Marvin M Vega1, Wan Cheng Phua1, William W Metcalf3, Kou-San Ju2,4, Neil L Kelleher1, Regan J Thomson1.   

Abstract

We report the metabolomics-driven genome mining of a new cyclic-guanidino incorporating non-ribosomal peptide synthetase (NRPS) gene cluster and full structure elucidation of its associated hexapeptide product, faulknamycin. Structural studies unveiled that this natural product contained the previously unknown (R,S)-stereoisomer of capreomycidine, d-capreomycidine. Furthermore, heterologous expression of the identified gene cluster successfully reproduces faulknamycin production without an observed homologue of VioD, the pyridoxal phosphate (PLP)-dependent enzyme found in all previous l-capreomycidine biosynthesis. An alternative NRPS-dependent pathway for d-capreomycidine biosynthesis is proposed.

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Year:  2020        PMID: 33151679      PMCID: PMC7830813          DOI: 10.1021/acschembio.0c00663

Source DB:  PubMed          Journal:  ACS Chem Biol        ISSN: 1554-8929            Impact factor:   5.100


  34 in total

1.  Formation of the nonproteinogenic amino acid 2S,3R-capreomycidine by VioD from the viomycin biosynthesis pathway.

Authors:  Xihou Yin; Kerry L McPhail; Kyung-Ja Kim; T Mark Zabriskie
Journal:  Chembiochem       Date:  2004-09-06       Impact factor: 3.164

2.  Targeting Reactive Carbonyls for Identifying Natural Products and Their Biosynthetic Origins.

Authors:  Tucker Maxson; Jonathan I Tietz; Graham A Hudson; Xiao Rui Guo; Hua-Chia Tai; Douglas A Mitchell
Journal:  J Am Chem Soc       Date:  2016-11-14       Impact factor: 15.419

3.  Complete genome sequence of the model actinomycete Streptomyces coelicolor A3(2).

Authors:  S D Bentley; K F Chater; A-M Cerdeño-Tárraga; G L Challis; N R Thomson; K D James; D E Harris; M A Quail; H Kieser; D Harper; A Bateman; S Brown; G Chandra; C W Chen; M Collins; A Cronin; A Fraser; A Goble; J Hidalgo; T Hornsby; S Howarth; C-H Huang; T Kieser; L Larke; L Murphy; K Oliver; S O'Neil; E Rabbinowitsch; M-A Rajandream; K Rutherford; S Rutter; K Seeger; D Saunders; S Sharp; R Squares; S Squares; K Taylor; T Warren; A Wietzorrek; J Woodward; B G Barrell; J Parkhill; D A Hopwood
Journal:  Nature       Date:  2002-05-09       Impact factor: 49.962

4.  A Simple Thermoplastic Substrate Containing Hierarchical Silica Lamellae for High-Molecular-Weight DNA Extraction.

Authors:  Ye Zhang; Yi Zhang; Jeffrey M Burke; Kristin Gleitsman; Sarah M Friedrich; Kelvin J Liu; Tza-Huei Wang
Journal:  Adv Mater       Date:  2016-11-08       Impact factor: 30.849

5.  Elucidating the Rimosamide-Detoxin Natural Product Families and Their Biosynthesis Using Metabolite/Gene Cluster Correlations.

Authors:  Ryan A McClure; Anthony W Goering; Kou-San Ju; Joshua A Baccile; Frank C Schroeder; William W Metcalf; Regan J Thomson; Neil L Kelleher
Journal:  ACS Chem Biol       Date:  2016-11-15       Impact factor: 5.100

6.  Nitrosopyridine Probe To Detect Polyketide Natural Products with Conjugated Alkenes: Discovery of Novodaryamide and Nocarditriene.

Authors:  Gabriel Castro-Falcón; Natalie Millán-Aguiñaga; Catherine Roullier; Paul R Jensen; Chambers C Hughes
Journal:  ACS Chem Biol       Date:  2018-10-26       Impact factor: 5.100

Review 7.  Microbial genome mining for accelerated natural products discovery: is a renaissance in the making?

Authors:  Brian O Bachmann; Steven G Van Lanen; Richard H Baltz
Journal:  J Ind Microbiol Biotechnol       Date:  2013-12-17       Impact factor: 3.346

8.  In Vitro Biosynthesis of the Nonproteinogenic Amino Acid Methoxyvinylglycine.

Authors:  Jon B Patteson; Zachary D Dunn; Bo Li
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-08       Impact factor: 15.336

9.  antiSMASH 5.0: updates to the secondary metabolite genome mining pipeline.

Authors:  Kai Blin; Simon Shaw; Katharina Steinke; Rasmus Villebro; Nadine Ziemert; Sang Yup Lee; Marnix H Medema; Tilmann Weber
Journal:  Nucleic Acids Res       Date:  2019-07-02       Impact factor: 16.971

10.  A computational framework to explore large-scale biosynthetic diversity.

Authors:  Jorge C Navarro-Muñoz; Nelly Selem-Mojica; Michael W Mullowney; Satria A Kautsar; James H Tryon; Elizabeth I Parkinson; Emmanuel L C De Los Santos; Marley Yeong; Pablo Cruz-Morales; Sahar Abubucker; Arne Roeters; Wouter Lokhorst; Antonio Fernandez-Guerra; Luciana Teresa Dias Cappelini; Anthony W Goering; Regan J Thomson; William W Metcalf; Neil L Kelleher; Francisco Barona-Gomez; Marnix H Medema
Journal:  Nat Chem Biol       Date:  2019-11-25       Impact factor: 15.040

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  1 in total

Review 1.  Metabolomics and genomics in natural products research: complementary tools for targeting new chemical entities.

Authors:  Lindsay K Caesar; Rana Montaser; Nancy P Keller; Neil L Kelleher
Journal:  Nat Prod Rep       Date:  2021-11-17       Impact factor: 13.423

  1 in total

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