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

DECANE     decane

Synonyms: decan, n-Decane, Decane, n-, D901_ALDRICH, HSDB 63, ...
 
 
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Disease relevance of Myristate

  • For a series of model compounds (digitonin, aescine, tomatine, stevioside and ginsenoside Rg1) it was demonstrated that neither the surface nor the interfacial tension (n-decane/water) lowering properties of saponins can be correlated with their ability to induce hemolysis [1].
 

High impact information on Myristate

  • We report a new route for forming reverse wormlike micelles (i.e., long, flexible micellar chains) in nonpolar organic liquids such as cyclohexane and n-decane [2].
  • We have discovered that samples of poly(ferrocenyldimethylsilane-b-dimethylsiloxane) (PFS-b-PDMS) with block ratios of 1:12 form nanotubes in n-hexane and n-decane, which are poor solvents for PFS [3].
  • Acylation of gramicidin A does not affect the single-channel conductance or the minichannel frequency in diphytanoylphosphatidylcholine/n-decane black lipid membranes [4].
  • For example, the morphine stereoisomer alpha-isomorphine, the geometric isomer B/C trans-morphine, and the 8-position-substituted gamma-isomorphine were successes in the n-decane condition, whereas the ethanol condition produced the substituted codeine derivatives dihydrocodeinone and dihydroxycodeinone [5].
  • This mutation inactivated the ability of PAT1 to complement the defective n-decane utilization of the disruptant [6].
 

Biological context of Myristate

 

Anatomical context of Myristate

  • Less information was accessible for membranes containing n-decane within their structure [11].
  • Both B0-6-1 and a null mutant of YlPEX10 failed to form peroxisome and showed low-level transcription of YlALK1 after the change of carbon source to n-decane [12].
 

Associations of Myristate with other chemical compounds

 

Gene context of Myristate

 

Analytical, diagnostic and therapeutic context of Myristate

  • The n-alkane dehydrogenase (fraction R-3), obtained as a single peak from Bio-Gel P-60, showed an overall 135-fold purification and was demonstrated by infrared spectroscopy and gas chromatography to convert n-decane to 1-decene [19].
  • The second monolayer consisting of phospholipids was then deposited onto this hydrophobic surface by (i) the Langmuir-Schaefer-technique, (ii) from lipid solution in n-decane/isobutanol, (iii) by the lipid/detergent dilution technique or (iv) by fusion of vesicles [20].

References

  1. Lack of correlation between surface and interfacial activities of saponins and their hemolytic properties. Steurer, S., Wurglics, M., Likussar, W., Burmistrov, K., Michelitsch, A., Schubert-Zsilavecz, M. Die Pharmazie. (1999) [Pubmed]
  2. A new reverse wormlike micellar system: mixtures of bile salt and lecithin in organic liquids. Tung, S.H., Huang, Y.E., Raghavan, S.R. J. Am. Chem. Soc. (2006) [Pubmed]
  3. Nanotubes from the self-assembly of asymmetric crystalline-coil poly(ferrocenylsilane-siloxane) block copolymers. Raez, J., Manners, I., Winnik, M.A. J. Am. Chem. Soc. (2002) [Pubmed]
  4. Influence of acylation on the channel characteristics of gramicidin A. Vogt, T.C., Killian, J.A., De Kruijff, B., Andersen, O.S. Biochemistry (1992) [Pubmed]
  5. A pseudoreceptor docking study of 4,5-alpha-epoxymorphinans with a range of dielectric constants. Gussio, R., Pou, S., Chen, J.H., Smythers, G.W. J. Comput. Aided Mol. Des. (1992) [Pubmed]
  6. Isolation and characterization of acetoacetyl-CoA thiolase gene essential for n-decane assimilation in yeast Yarrowia lipolytica. Yamagami, S., Iida, T., Nagata, Y., Ohta, A., Takagi, M. Biochem. Biophys. Res. Commun. (2001) [Pubmed]
  7. Cloning and characterization of an n-alkane-inducible cytochrome P450 gene essential for n-decane assimilation by Yarrowia lipolytica. Iida, T., Ohta, A., Takagi, M. Yeast (1998) [Pubmed]
  8. In vitro metabolism of mono-2-ethylhexyl phthalate by microsomal enzymes. Similarity to omega- and (omega-1) oxidation of fatty acids. Albro, P.W., Chae, K., Philpot, R., Corbett, J.T., Schroeder, J., Jordan, S. Drug Metab. Dispos. (1984) [Pubmed]
  9. Studies on a novel DNA polymerase inhibitor group, synthetic sulfoquinovosylacylglycerols: inhibitory action on cell proliferation. Ohta, K., Hanashima, S., Mizushina, Y., Yamazaki, T., Saneyoshi, M., Sugawara, F., Sakaguchi, K. Mutat. Res. (2000) [Pubmed]
  10. Organic solvent tolerance of halophilic archaea. Usami, R., Fukushima, T., Mizuki, T., Inoue, A., Yoshida, Y., Horikoshi, K. Biosci. Biotechnol. Biochem. (2003) [Pubmed]
  11. Phase transitions in monoglyceride bilayers. A light scattering study. Crawford, G.E., Earnshaw, J.C. Biophys. J. (1986) [Pubmed]
  12. Peroxisome deficiency represses the expression of n-alkane-inducible YlALK1 encoding cytochrome P450ALK1 in Yarrowia lipolytica. Sumita, T., Iida, T., Hirata, A., Horiuchi, H., Takagi, M., Ohta, A. FEMS Microbiol. Lett. (2002) [Pubmed]
  13. Photon correlation spectroscopy of bilayer lipid membranes. Crilly, J.F., Earnshaw, J.C. Biophys. J. (1983) [Pubmed]
  14. Determination of the partition coefficient and acid dissociation constants of iodochlorhydroxyquin by an improved partition method. Tanaka, H., Tamura, Z. Journal of pharmaceutical sciences. (1984) [Pubmed]
  15. Trace quantification of the oxidative damage products, meta- and ortho-tyrosine, in biological samples by gas chromatography-electron capture negative ionization mass spectrometry. Blount, B.C., Duncan, M.W. Anal. Biochem. (1997) [Pubmed]
  16. Glycolipid modulation of membrane adhesion. Brewer, G.J., Thomas, P.D. Neurochem. Res. (1986) [Pubmed]
  17. Studies of synergism for lowering dynamic interfacial tension in sodium alpha-(n-alkyl) naphthalene sulfonate/alkali/acidic oil systems. Chu, Y.P., Gong, Y., Tan, X.L., Zhang, L., Zhao, S., An, J.Y., Yu, J.Y. Journal of colloid and interface science. (2004) [Pubmed]
  18. Stalk dynamics and lipid flow upon membrane hemifusion. Kumenko, D.A., Kuzmin, P.I., Chizmadzhev, Y.A. Membrane & cell biology. (2000) [Pubmed]
  19. N-Alkane oxidation enzymes of a pseudomonad. Parekh, V.R., Traxler, R.W., Sobek, J.M. Appl. Environ. Microbiol. (1977) [Pubmed]
  20. Impedance analysis of supported lipid bilayer membranes: a scrutiny of different preparation techniques. Steinem, C., Janshoff, A., Ulrich, W.P., Sieber, M., Galla, H.J. Biochim. Biophys. Acta (1996) [Pubmed]
 
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