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Spin-labelled sulfur containing neoglycolipids

Published in Biochimie. 1992, vol. 74, no. 2, p. 57-62
Abstract A neoglycolipid of structure β-D-Glcp-S-(CH2)3N(OH)(CH2)4-O-cholest-5-en-3β-yl has been prepared in fair overall yield by reduction of the nitrone obtained by condensation of β-D-Glcp-S-(CH2)3NHOH and OCH-(CH2)3-O-cholest-5-en-3б-yl. This synthetic procedure is very flexible, allowing a large range of lengths for the spacer arm, different positions for the NOH group along the spacer arm chain and the replacement of the sulfur by other bio-isosteric groups. The new neoglycolipid spontaneously oxidized to the corresponding nitroxide free radical whose EPR spectrum gave information on its conformational equilibrium which was further studied by molecular mechanics.
Keywords EPR spectroscopyConformational analysisSpacer armsSpin-labellingGlycolipids
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Research group Groupe Geoffroy
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TRONCHET, Jean Marcel Julien et al. Spin-labelled sulfur containing neoglycolipids. In: Biochimie, 1992, vol. 74, n° 2, p. 57-62. doi: 10.1016/0300-9084(92)90184-G https://archive-ouverte.unige.ch/unige:2926

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Deposited on : 2009-09-21

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