A Membrane-Bound Prenyltransferase Catalyzes the O-Prenylation of 1,6-Dihydroxyphenazine in the Marine Bacterium Streptomyces sp CNQ-509

Zeyhle P, Bauer JS, Steimle M, Leipoldt F, Roesch M, Kalinowski J, Gross H, Heide L (2014)
ChemBioChem 15(16): 2385-2392.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Abstract / Bemerkung
Streptomyces sp. CNQ-509 produces the rare O-prenylated phenazines marinophenazines A and B. To identify the enzyme catalyzing the O-prenyl transfer in marinophenazine biosynthesis, we sequenced the genome of S. sp. CNQ-509. This led to the identification of two genomic loci harboring putative phenazine biosynthesis genes. The first locus contains orthologues for all seven genes involved in phenazine-1-carboxylic acid biosynthesis in pseudomonads. The second locus contains two known phenazine biosynthesis genes and a putative prenyltransferase gene termed cnqPT1. cnqPT1 codes for a membrane protein with sequence similarity to the prenyltransferase UbiA of ubiquinone biosynthesis. The enzyme CnqPT1 was identified as a 1,6-dihydroxyphenazine geranyltransferase, which catalyzes the CO bond formation between C-1 of the geranyl moiety and O-6 of the phenazine scaffold. CnqPT1 is the first example of a prenyltransferase catalyzing O-prenyl transfer to a phenazine.
Stichworte
Streptomyces; prenyltransferase; phenazine; biosynthesis; enzyme catalysis
Erscheinungsjahr
2014
Zeitschriftentitel
ChemBioChem
Band
15
Ausgabe
16
Seite(n)
2385-2392
ISSN
1439-4227
Page URI
https://pub.uni-bielefeld.de/record/2707667

Zitieren

Zeyhle P, Bauer JS, Steimle M, et al. A Membrane-Bound Prenyltransferase Catalyzes the O-Prenylation of 1,6-Dihydroxyphenazine in the Marine Bacterium Streptomyces sp CNQ-509. ChemBioChem. 2014;15(16):2385-2392.
Zeyhle, P., Bauer, J. S., Steimle, M., Leipoldt, F., Roesch, M., Kalinowski, J., Gross, H., et al. (2014). A Membrane-Bound Prenyltransferase Catalyzes the O-Prenylation of 1,6-Dihydroxyphenazine in the Marine Bacterium Streptomyces sp CNQ-509. ChemBioChem, 15(16), 2385-2392. doi:10.1002/cbic.201402394
Zeyhle, P., Bauer, J. S., Steimle, M., Leipoldt, F., Roesch, M., Kalinowski, J., Gross, H., and Heide, L. (2014). A Membrane-Bound Prenyltransferase Catalyzes the O-Prenylation of 1,6-Dihydroxyphenazine in the Marine Bacterium Streptomyces sp CNQ-509. ChemBioChem 15, 2385-2392.
Zeyhle, P., et al., 2014. A Membrane-Bound Prenyltransferase Catalyzes the O-Prenylation of 1,6-Dihydroxyphenazine in the Marine Bacterium Streptomyces sp CNQ-509. ChemBioChem, 15(16), p 2385-2392.
P. Zeyhle, et al., “A Membrane-Bound Prenyltransferase Catalyzes the O-Prenylation of 1,6-Dihydroxyphenazine in the Marine Bacterium Streptomyces sp CNQ-509”, ChemBioChem, vol. 15, 2014, pp. 2385-2392.
Zeyhle, P., Bauer, J.S., Steimle, M., Leipoldt, F., Roesch, M., Kalinowski, J., Gross, H., Heide, L.: A Membrane-Bound Prenyltransferase Catalyzes the O-Prenylation of 1,6-Dihydroxyphenazine in the Marine Bacterium Streptomyces sp CNQ-509. ChemBioChem. 15, 2385-2392 (2014).
Zeyhle, Philipp, Bauer, Judith S., Steimle, Marco, Leipoldt, Franziska, Roesch, Manuela, Kalinowski, Jörn, Gross, Harald, and Heide, Lutz. “A Membrane-Bound Prenyltransferase Catalyzes the O-Prenylation of 1,6-Dihydroxyphenazine in the Marine Bacterium Streptomyces sp CNQ-509”. ChemBioChem 15.16 (2014): 2385-2392.

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