1.A molecular dynamics simulation of the melting points and glass transition temperatures of myo- and neo-inositol.
Watt SW1, Chisholm JA, Jones W, Motherwell S. J Chem Phys. 2004 Nov 15;121(19):9565-73.
The heat of sublimation, density, melting point, and glass transition temperature are calculated for myo- and neo-inositol, using the condensed-phase optimized molecular potentials for atomistic simulation studies (COMPASS) force field and molecular dynamics techniques. Our results show that the calculated heats of sublimation and density are very close to the experimental values for both compounds. Furthermore, our simulated melting temperatures for myo- and neo-inositol also compare very well to the experimentally obtained data. The glass transition temperatures for myo- and neo-inositol have been calculated to be ca. 494 K and ca. 518 K, respectively, and the shape of the volume versus temperature plots produced are typical for a glass transition. As a result, it is our view that the COMPASS force field suitably describes these two compounds in molecular simulations and that molecular dynamics techniques, combined with this force field, can be used to simulate the melt and glass transitions for such molecules.
2.A short, stereoselective synthesis of neo-inositol.
Hudlicky T1, Restrepo-Sánchez N, Kary PD, Jaramillo-Gómez LM. Carbohydr Res. 2000 Feb 25;324(3):200-3.
A practical synthesis of neo-inositol is described in which the target is prepared on a multigram scale in six operations from bromobenzene.
3.neo-inositol polyphosphates in the amoeba Entamoeba histolytica.
Martin JB1, Laussmann T, Bakker-Grunwald T, Vogel G, Klein G. J Biol Chem. 2000 Apr 7;275(14):10134-40.
We have reexamined the structure of inositol phosphates present in trophozoites of the parasitic amoeba Entamoeba histolytica and show here that, rather than being myo-inositol derivatives (Martin, J.-B., Bakker-Grunwald, T., and Klein, G. (1993) Eur. J. Biochem. 214, 711-718), these compounds belong to a new class of inositol phosphates in which the cyclitol isomer is neo-inositol. The structures of neo-inositol hexakisphosphate, 2-diphospho-neo-inositol pentakisphosphate, and 2, 5-bisdiphospho-neo-inositol tetrakisphosphate, which are present in E. histolytica at concentrations of 0.08-0.36 mM, were solved by two-dimensional (31)P-(1)H NMR spectroscopy. No evidence for the co-existence of their myo-inositol counterparts has been found. These neo-inositol compounds were not substrates of 6-diphospho-inositol pentakisphosphate 5-kinase, an enzyme purified from Dictyostelium discoideum that phosphorylates 6-diphospho-myo-inositol pentakisphosphate and more slowly also myo-inositol hexakisphosphate, specifically on position 5.
4.The unusually stable crystal structure of neo-inositol.
Angyal SJ1, Craig DC. Carbohydr Res. 1994 Oct 3;263(1):149-54.