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.

Download
No fulltext has been uploaded. References only!
Journal Article | Original Article | Published | English

No fulltext has been uploaded

Author
; ; ; ; ; ; ;
Abstract / Notes
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.
Publishing Year
ISSN
PUB-ID

Cite this

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.
This data publication is cited in the following publications:
This publication cites the following data publications:

6 Citations in Europe PMC

Data provided by Europe PubMed Central.

Discovery and Characterization of a New Family of Diterpene Cyclases in Bacteria and Fungi.
Yang YL, Zhang S, Ma K, Xu Y, Tao Q, Chen Y, Chen J, Guo S, Ren J, Wang W, Tao Y, Yin WB, Liu H., Angew Chem Int Ed Engl 56(17), 2017
PMID: 28371074
Marine natural products.
Blunt JW, Copp BR, Keyzers RA, Munro MH, Prinsep MR., Nat Prod Rep 33(3), 2016
PMID: 26837534
Prenyltransferases as key enzymes in primary and secondary metabolism.
Winkelblech J, Fan A, Li SM., Appl Microbiol Biotechnol 99(18), 2015
PMID: 26216239

Export

0 Marked Publications

Open Data PUB

Web of Science

View record in Web of Science®

Sources

PMID: 25224759
PubMed | Europe PMC

Search this title in

Google Scholar