TAILIEUCHUNG - Báo cáo khoa học: Diterpene production in Mycobacterium tuberculosis Lisa Prach1, James Kirby2, Jay D. Keasling2,3,4 and Tom Alber1

Diterpenes are a structurally diverse class of molecules common in plants, although they are very rarely found in bacteria. We report the identifica-tion in Mycobacterium tuberculosis(Mtb) of three diterpenes proposed to promote phagolysosome maturation arrest. MS analysis reveals that these diterpenes are novel compounds not previously identified in other organ-isms. | ễFEBS Journal Diterpene production in Mycobacterium tuberculosis Lisa Prach1 James Kirby2 Jay D. Keasling2 3 4 and Tom Alber1 1 Department of Molecular and CellBiology University of California Berkeley CA USA 2 California Institute for Quantitative Biosciences QB3 University of California Berkeley CA USA 3 Departments of Chemical Engineering and of Bioengineering University of California Berkeley CA USA 4 PhysicalBiosciences Division Lawrence Berkeley NationalLaboratory Berkeley CA USA Keywords cyclase edaxadiene Rv3377c Rv3378c tuberculosinol Correspondence T. Alber Department of Molecular and Cell Biology University of California Berkeley CA 94720-3220 USA Fax 1 510 666 2768 Tel 1 510 642 8758 E-mail tom@ Received 19 April 2010 revised 2 July 2010 accepted 8 July 2010 doi Diterpenes are a structurally diverse class of molecules common in plants although they are very rarely found in bacteria. We report the identification in Mycobacterium tuberculosis Mtb of three diterpenes proposed to promote phagolysosome maturation arrest. MS analysis reveals that these diterpenes are novel compounds not previously identified in other organisms. The diterpene with highest abundance in Mtb has a mass fragmentation pattern identical to edaxadiene which is produced in vitro from geranylgeranyl diphosphate by the enzymes Rv3377c and Rv3378c. A second diterpene found in Mtb has a similar mass spectrum and is always observed in the same proportion relative to edaxadiene indicating that it is a side product of the Rv3378c reaction in vivo. We name this second diterpene olefin edaxadiene B. The least abundant of the three diterpenes in Mtb extracts is tuberculosinol a dephosphorylated side-product of the edaxadiene pathway intermediate produced by Rv3377c. A frameshift in Rv3377c in Mtb completely eliminates diterpene production whereas expression of Rv3377c and Rv3378c in the nonpathogenic M. smegmatis is sufficient to produce .

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