Genome-Based Discovery of a Novel Membrane-Bound 1,6-Dihydroxyphenazine Prenyltransferase from a Marine Actinomycete

Zeyhle P, Bauer JS, Kalinowski J, Shin-ya K, Gross H, Heide L (2014)
PLoS ONE 9(6).

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Abstract
Recently, novel prenylated derivatives of 1,6-dihydroxyphenazine have been isolated from the marine sponge-associated Streptomyces sp. SpC080624SC-11. Genome sequencing of this strain now revealed a gene cluster containing all genes necessary for the synthesis of the phenazine and the isoprenoid moieties. Unexpectedly, however, the cluster did not contain a gene with similarity to previously investigated phenazine prenyltransferases, but instead a gene with modest similarity to the membrane-bound prenyltransferases of ubiquinone and menaquinone biosynthesis. Expression of this gene in E. coli and isolation of the membrane fraction proved that the encoded enzyme, Mpz10, catalyzes two successive prenylations of 1,6-dihydroxyphenazine. Mpz10 is the first example of a membrane-bound enzyme catalyzing the prenylation of a phenazine substrate, and one of few examples of membrane-bound enzymes involved in the prenylation of aromatic secondary metabolites in microorganisms.
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Zeyhle P, Bauer JS, Kalinowski J, Shin-ya K, Gross H, Heide L. Genome-Based Discovery of a Novel Membrane-Bound 1,6-Dihydroxyphenazine Prenyltransferase from a Marine Actinomycete. PLoS ONE. 2014;9(6).
Zeyhle, P., Bauer, J. S., Kalinowski, J., Shin-ya, K., Gross, H., & Heide, L. (2014). Genome-Based Discovery of a Novel Membrane-Bound 1,6-Dihydroxyphenazine Prenyltransferase from a Marine Actinomycete. PLoS ONE, 9(6).
Zeyhle, P., Bauer, J. S., Kalinowski, J., Shin-ya, K., Gross, H., and Heide, L. (2014). Genome-Based Discovery of a Novel Membrane-Bound 1,6-Dihydroxyphenazine Prenyltransferase from a Marine Actinomycete. PLoS ONE 9.
Zeyhle, P., et al., 2014. Genome-Based Discovery of a Novel Membrane-Bound 1,6-Dihydroxyphenazine Prenyltransferase from a Marine Actinomycete. PLoS ONE, 9(6).
P. Zeyhle, et al., “Genome-Based Discovery of a Novel Membrane-Bound 1,6-Dihydroxyphenazine Prenyltransferase from a Marine Actinomycete”, PLoS ONE, vol. 9, 2014.
Zeyhle, P., Bauer, J.S., Kalinowski, J., Shin-ya, K., Gross, H., Heide, L.: Genome-Based Discovery of a Novel Membrane-Bound 1,6-Dihydroxyphenazine Prenyltransferase from a Marine Actinomycete. PLoS ONE. 9, (2014).
Zeyhle, Philipp, Bauer, Judith S., Kalinowski, Jörn, Shin-ya, Kazuo, Gross, Harald, and Heide, Lutz. “Genome-Based Discovery of a Novel Membrane-Bound 1,6-Dihydroxyphenazine Prenyltransferase from a Marine Actinomycete”. PLoS ONE 9.6 (2014).
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3 Citations in Europe PMC

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Computational-guided discovery and characterization of a sesquiterpene synthase from Streptomyces clavuligerus.
Chow JY, Tian BX, Ramamoorthy G, Hillerich BS, Seidel RD, Almo SC, Jacobson MP, Poulter CD., Proc. Natl. Acad. Sci. U.S.A. 112(18), 2015
PMID: 25901324
Functional gene-based discovery of phenazines from the actinobacteria associated with marine sponges in the South China Sea.
Karuppiah V, Li Y, Sun W, Feng G, Li Z., Appl. Microbiol. Biotechnol. 99(14), 2015
PMID: 25820602

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H NMR spectra of substituted phenazines
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