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Chemical Compound Review

DIMETHYLTIN     dimethyltin

Synonyms: SnMe2, Tin, dimethyl-, CHEBI:30539, NSC-22307, NSC22307, ...
 
 
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Disease relevance of dimethyltin

 

High impact information on dimethyltin

  • Time-dependent DFT calculations support the spectral assignments for SnMe2 and Sn2Me4, and calculations examining the variation in bond dissociation energy with substituent (H, Me, and Ph) in disilenes, digermenes, and distannenes rule out the possibility that dimerization of SnMe2 proceeds reversibly [2].
  • Photolysis of the two compounds results in the formation of 1,3-butadiene (from 4a) and 2,3-dimethyl-1,3-butadiene (from 4b) as the major products, suggesting that cycloreversion to yield dimethylstannylene (SnMe2) is the main photodecomposition pathway of these molecules [2].
  • In vitro, Snn peptide can bind TMT in a 1:1 ratio and can de-alkylate TMT to dimethyltin (DMT) [1].
  • After forced uptake by electroporation MMT, DMT and TMT induced significant DNA damage at non-cytotoxic concentrations [3].
  • Staining of organotin-treated cerebellar granule cells with the nuclear dye Syto-13 revealed that TMT and DBT, but not MMT, DMT, or MBT, produced condensation and fragmentation of chromatin characteristic of apoptosis [4].
 

Chemical compound and disease context of dimethyltin

 

Biological context of dimethyltin

  • The adsorption behaviour of dimethyltin from seawater onto sedimentary phase in Tianjin Harbor [6].
  • On the other hand, dimethyltin at high concentrations only reduced the amplitude of the orthodromic action potential [7].
  • The change of electrophoretic mobility in mobile phases with different pH values indicates that DMT and DBT start to undergo hydrolysis at a pH 3 [8].

References

  1. Stannin, a protein that localizes to the mitochondria and sensitizes NIH-3T3 cells to trimethyltin and dimethyltin toxicity. Davidson, C.E., Reese, B.E., Billingsley, M.L., Yun, J.K. Mol. Pharmacol. (2004) [Pubmed]
  2. Direct detection of dimethylstannylene and tetramethyldistannene in solution and the gas phase by laser flash photolysis of 1,1-dimethylstannacyclopent-3-enes. Becerra, R., Gaspar, P.P., Harrington, C.R., Leigh, W.J., Vargas-Baca, I., Walsh, R., Zhou, D. J. Am. Chem. Soc. (2005) [Pubmed]
  3. The cyto- and genotoxicity of organotin compounds is dependent on the cellular uptake capability. Dopp, E., Hartmann, L.M., von Recklinghausen, U., Florea, A.M., Rabieh, S., Shokouhi, B., Hirner, A.V., Obe, G., Rettenmeier, A.W. Toxicology (2007) [Pubmed]
  4. Apoptosis of cerebellar granule cells induced by organotin compounds found in drinking water: involvement of MAP kinases. Mundy, W.R., Freudenrich, T.M. Neurotoxicology (2006) [Pubmed]
  5. Structure-activity comparison of organotin species: dibutyltin is a developmental neurotoxicant in vitro and in vivo. Jenkins, S.M., Ehman, K., Barone, S. Brain Res. Dev. Brain Res. (2004) [Pubmed]
  6. The adsorption behaviour of dimethyltin from seawater onto sedimentary phase in Tianjin Harbor. Dai, S.Q., Huang, G.L., Cai, Y. Environ. Pollut. (1993) [Pubmed]
  7. Trimethyltin alters membrane properties of CA1 hippocampal neurons. Harkins, A.B., Armstrong, D.L. Neurotoxicology (1992) [Pubmed]
  8. Speciation of organotin compounds by capillary electrophoresis using indirect ultraviolet absorbance detection. Han, F., Fasching, J.L., Brown, P.R. J. Chromatogr. B, Biomed. Appl. (1995) [Pubmed]
 
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