isotuberculosinol
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Isotuberculosinol, also called nosyberkol or edaxadiene is a
diterpene Diterpenes are a class of chemical compounds composed of four isoprene units, often with the molecular formula C20H32. They are biosynthesized by plants, animals and fungi via the HMG-CoA reductase pathway, with geranylgeranyl pyrophosphate being ...
molecule produced by the bacterium '' Mycobacterium tuberculosis'', the causative agent of TB, which aids in its pathogenesis. Isotuberculosinol functions by preventing maturation of the host-cell
phagosome In cell biology, a phagosome is a vesicle formed around a particle engulfed by a phagocyte via phagocytosis. Professional phagocytes include macrophages, neutrophils, and dendritic cells (DCs). A phagosome is formed by the fusion of the cell ...
in which the bacterium lives. Maturation of the phagosome would enable it to kill the bacterium. Mutations in genes involved in the biosynthetic pathway of nosyberkol result in normal development of the phagosome and reduction of mycobacterial infection. These biosynthetic genes include isotuberculosinol synthase. Nosyberkol was originally isolated in 2004 from a marine
sponge Sponges, the members of the phylum Porifera (; meaning 'pore bearer'), are a basal animal clade as a sister of the diploblasts. They are multicellular organisms that have bodies full of pores and channels allowing water to circulate throug ...
in the ocean near island of
Nosy Be Nosy Be (formerly Nossi-bé and Nosse Be) is an island off the northwest coast of Madagascar. Nosy Be is Madagascar's largest and busiest tourist resort. It has an area of , and its population was 109,465 according to the provisional results of ...
after which it was named. The molecule was characterised as a
triterpene Triterpenes are a class of chemical compounds composed of three terpene units with the molecular formula C30H48; they may also be thought of as consisting of six isoprene units. Animals, plants and fungi all produce triterpenes, including squa ...
but the structure was revised following its chemical synthesis in 2010.


References

{{reflist Diterpenes Bicyclic compounds Alcohols