Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Chemical Compound Review:

CCRIS 6593 1,6,7,7-tetramethylbicyclo[2. 2.1]heptan-6-ol

Synonyms: LS-188264, AC1L28XX, 2371-42-8, 18680-50-7, 27695-81-4, ...

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Disease relevance of CCRIS 6593

Bacterial groups within Actinobacteria produce the odours geosmin and 2-methylisoborneol, which lower the quality of surface water when used for drinking [1].
2-Methylisoborneol (MIB), a metabolite of blue-green algae, has been implicated in causing unpalatable drinking water throughout the world [2].
These data suggest that 2-methylisoborneol can be transformed by Pseudomonas spp. and the test adopted by this study can be applied for screening organisms for their ability to transform MIB [3].
Production of 2-methylisoborneol by Streptomyces violaceusniger and its transformation by selected species of Pseudomonas [3].

High impact information on CCRIS 6593

The selectivity of the LTGC is demonstrated by the extraction of a variety of aromatic hydrocarbons as well as the taste and odor contaminants geosmin, 2-methylisoborneol, and 2,4,6-trichloroanisole commonly found in water supplies [4].
An automated technique based on purge-and-trap coupled to gas chromatography with mass spectrometric detection has been developed and optimized for the trace determination of five of the most important water odorants; 2-isopropyl-3-methoxypyrazine, 2-isobutyl-3-methoxypyrazine, 2-methylisoborneol, 2,4,6-trichloroanisole and geosmin [5].
Concentrations of geosmin and 2-methylisoborneol as low as 0.001 microg/kg were detected in SIM mode using ion trap mass spectrometer [6].
The diethyl ether fraction showed selective activity against the cyanobacterium responsible for the 2-methylisoborneol-induced off-flavor sometimes associated with catfish farming operations [7].
The effect of glucose, glycerol and yeast-extract (YE) on 2-methylisoborneol (MIB) production by Streptomyces violaceusniger (C4-S strain) was determined [3].

Anatomical context of CCRIS 6593

Toxicological effects of geosmin and 2-methylisoborneol on rainbow trout hepatocytes [8].

Gene context of CCRIS 6593

One of the most common and problematic types of taste and odour is the earthy/musty odour produced by geosmin (trans-1, 10-dimethyl-trans-9-decalol) and MIB (2-methylisoborneol) [9].

Analytical, diagnostic and therapeutic context of CCRIS 6593

Biodegradation rates of 2-methylisoborneol (MIB) and geosmin through sand filters and in bioreactors [10].
Removal of geosmin and 2-methylisoborneol by biological filtration [9].

References

Detection of activity among uncultured Actinobacteria in a drinking water reservoir. Nielsen, J.L., Klausen, C., Nielsen, P.H., Burford, M., Jørgensen, N.O. FEMS Microbiol. Ecol. (2006) [Pubmed]
Isolation and characterization of a bacterium capable of removing taste- and odor-causing 2-methylisoborneol from water. Lauderdale, C.V., Aldrich, H.C., Lindner, A.S. Water Res. (2004) [Pubmed]
Production of 2-methylisoborneol by Streptomyces violaceusniger and its transformation by selected species of Pseudomonas. Saadoun, I. J. Basic Microbiol. (2005) [Pubmed]
Application of low-temperature glassy carbon films in solid-phase microextraction. Giardina, M., Olesik, S.V. Anal. Chem. (2001) [Pubmed]
Automated trace determination of earthy-musty odorous compounds in water samples by on-line purge-and-trap-gas chromatography-mass spectrometry. Salemi, A., Lacorte, S., Bagheri, H., Barcel??, D. Journal of chromatography. A (2006) [Pubmed]
Determination of geosmin, 2-methylisoborneol, and a musty-earthy odor in wheat grain by SPME-GC-MS, profiling volatiles, and sensory analysis. Jeleń, H.H., Majcher, M., Zawirska-Wojtasiak, R., Wiewiórowska, M., Wasowicz, E. J. Agric. Food Chem. (2003) [Pubmed]
Extracts of Flourensia cernua (L): volatile constituents and antifungal, antialgal, and antitermite bioactivities. Tellez, M., Estell, R., Fredrickson, E., Powell, J., Wedge, D., Schrader, K., Kobaisy, M. J. Chem. Ecol. (2001) [Pubmed]
Toxicological effects of geosmin and 2-methylisoborneol on rainbow trout hepatocytes. Gagné, F., Ridal, J., Blaise, C., Brownlee, B. Bulletin of environmental contamination and toxicology. (1999) [Pubmed]
Removal of geosmin and 2-methylisoborneol by biological filtration. Elhadi, S.L., Huck, P.M., Slawson, R.M. Water Sci. Technol. (2004) [Pubmed]
Biodegradation rates of 2-methylisoborneol (MIB) and geosmin through sand filters and in bioreactors. Ho, L., Hoefel, D., Bock, F., Saint, C.P., Newcombe, G. Chemosphere (2007) [Pubmed]

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