Intramolecular hydrogen bonding in cardiolipin

@article{citeulike:2743336, abstract = {Fourier transform infrared (FT-IR) spectroscopy was used to determine whether intramolecular hydrogen bonding between the C-OH and P-OH groups exists in beef heart cardiolipin (CL) or in hydrogenated beef heart cardiolipin (18:0-CL) as compared to the synthetic 2'-deoxy analogue of cardiolipin (16:0-dCL). Such intramolecular hydrogen bonding would provide a structural basis for proton conduction on the molecular level. In aqueous dispersions at 20°C, both 18:0-CL and 16:0-dCL exist in the gel phase as bilayers with gel to liquid-crystalline transitions (Tm) at 61 and 56°C, respectively, whereas the unsaturated CL exists in the non-bilayer (hexagonal II) state. Evidence for intramolecular hydrogen bonding of the C-OH group in aqueous dispersions of 18:0-CL is provided by the large increase in Tm observed on changing the aqueous medium from H2O to D2O but specific hydrogen-bonded C-OH... PO2- species cannot be identified because water molecules also compete for the PO2- binding sites. However, C-OH... PO2- hydrogen bonds can be identified in dry films of the sodium salt of 18:0-CL or in CCl4 solution. In contrast, such hydrogen bonds cannot be formed in the deoxy analogue (16:0-dCL) indicating that the central C-OH group in 18:0-CL could provide a structural basis for proton conduction, involving the phosphate groups.}, author = {H\"{u}bner, Wigand and Mantsch, Henry H. and Kates, Morris }, citeulike-article-id = {2743336}, doi = {10.1016/0005-2736(91)90183-9}, journal = {Biochimica et Biophysica Acta (BBA) - Biomembranes}, keywords = {cardiolipin}, month = {July}, number = {2}, pages = {166--174}, posted-at = {2008-05-01 20:47:22}, priority = {2}, title = {Intramolecular hydrogen bonding in cardiolipin}, url = {http://dx.doi.org/10.1016/0005-2736(91)90183-9}, volume = {1066}, year = {1991} }

TY - JOUR ID - citeulike:2743336 L3 - citeulike-article-id:2743336 TI - Intramolecular hydrogen bonding in cardiolipin JF - Biochimica et Biophysica Acta (BBA) - Biomembranes VL - 1066 IS - 2 SP - 166 EP - 174 N2 - Fourier transform infrared (FT-IR) spectroscopy was used to determine whether intramolecular hydrogen bonding between the C-OH and P-OH groups exists in beef heart cardiolipin (CL) or in hydrogenated beef heart cardiolipin (18:0-CL) as compared to the synthetic 2'-deoxy analogue of cardiolipin (16:0-dCL). Such intramolecular hydrogen bonding would provide a structural basis for proton conduction on the molecular level. In aqueous dispersions at 20°C, both 18:0-CL and 16:0-dCL exist in the gel phase as bilayers with gel to liquid-crystalline transitions (Tm) at 61 and 56°C, respectively, whereas the unsaturated CL exists in the non-bilayer (hexagonal II) state. Evidence for intramolecular hydrogen bonding of the C-OH group in aqueous dispersions of 18:0-CL is provided by the large increase in Tm observed on changing the aqueous medium from H2O to D2O but specific hydrogen-bonded C-OH... PO2- species cannot be identified because water molecules also compete for the PO2- binding sites. However, C-OH... PO2- hydrogen bonds can be identified in dry films of the sodium salt of 18:0-CL or in CCl4 solution. In contrast, such hydrogen bonds cannot be formed in the deoxy analogue (16:0-dCL) indicating that the central C-OH group in 18:0-CL could provide a structural basis for proton conduction, involving the phosphate groups. KW - cardiolipin AU - Hübner, Wigand AU - Mantsch, Henry AU - Kates, Morris PY - 1991/07/22/ UR - http://dx.doi.org/10.1016/0005-2736(91)90183-9 ER -