TY - JOUR
T1 - Physical studies of cell surface and cell membrane structure. Deuterium nuclear magnetic resonance investigation of deuterium-labelled N-hexadecanoylgalactosylceramides (Cerebrosides)
AU - Skarjune, Robert
AU - Oldfield, Eric
N1 - Funding Information:
We are most gratefult o Dr. Tran-Dinh Son for his help in the synthesiso f the 2H-labelledf atty acids. This researchw as supportedb y the U.S. National ScienceF oundation( GrantPCM 76-01491)b, y the U.S. NationalI nstituteso f Health (Grant HL-19481), by the American Heart Association with funds contributedin part by the Illinois Heart Association( Grant 77-1004)b y the Illinois Heart Association( GrantN-6), and by the Alfred P. Sloan Foundation. E.O. is an Alfred P. Sloan ResearchF ellow.
PY - 1979/9/21
Y1 - 1979/9/21
N2 - 1. 1. Deuterium Fourier transform nuclear magnetic resonance spectra of a series of N-palmitoylgalactosylceramides (cerebrosides) specifically labelled with deuterium at one of positions 2′, 6′, 10′ and 16′ of the acyl chain, or in the C-6 hydroxymethyl group of the galactose residue, have been obtained using a spin-echo technique at 34.1 MHz with a homebuilt superconducting magnet spectrometer. 2. 2. The effects of temperature and cholesterol on the deuterium spectra have been investigated. The results indicate, when compared at the same reduced temperature, that the hydrocarbon chain organization in the liquid crystalline phase of palmitoylgalactosylceramide is essentially identical to that seen in similar chain length glycerophospholipids. In particular, two sets of quadrupole splittings are seen for a 2′-labelled N-palmitoylgalactosylceramide, indicating non-equivalent deuterons as noted previously for phospholipids. 3. 3. Two sets of quadrupole splittings are observed for the headgroup C-6-labelled N-palmitoylgalactosylceramide. It is proposed that these signals arise from the enantiomeric R and S lipids, and that motion of the hydroxymethyl group is slow (greater than 10-5 s). These results suggest the presence of a hydrogen bond network in the polar headgroup region.
AB - 1. 1. Deuterium Fourier transform nuclear magnetic resonance spectra of a series of N-palmitoylgalactosylceramides (cerebrosides) specifically labelled with deuterium at one of positions 2′, 6′, 10′ and 16′ of the acyl chain, or in the C-6 hydroxymethyl group of the galactose residue, have been obtained using a spin-echo technique at 34.1 MHz with a homebuilt superconducting magnet spectrometer. 2. 2. The effects of temperature and cholesterol on the deuterium spectra have been investigated. The results indicate, when compared at the same reduced temperature, that the hydrocarbon chain organization in the liquid crystalline phase of palmitoylgalactosylceramide is essentially identical to that seen in similar chain length glycerophospholipids. In particular, two sets of quadrupole splittings are seen for a 2′-labelled N-palmitoylgalactosylceramide, indicating non-equivalent deuterons as noted previously for phospholipids. 3. 3. Two sets of quadrupole splittings are observed for the headgroup C-6-labelled N-palmitoylgalactosylceramide. It is proposed that these signals arise from the enantiomeric R and S lipids, and that motion of the hydroxymethyl group is slow (greater than 10-5 s). These results suggest the presence of a hydrogen bond network in the polar headgroup region.
KW - Cerebroside
KW - Cholesterol
KW - Glycolipid
KW - H-NMR
KW - Membrane structure
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U2 - 10.1016/0005-2736(79)90043-9
DO - 10.1016/0005-2736(79)90043-9
M3 - Article
C2 - 534624
AN - SCOPUS:0018713392
SN - 0005-2736
VL - 556
SP - 208
EP - 218
JO - Biochimica et Biophysica Acta - Biomembranes
JF - Biochimica et Biophysica Acta - Biomembranes
IS - 2
ER -