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Scientific article
English

Spin-labelled sulfur containing neoglycolipids

Contributors

Tronchet, Jean Marcel Julien; Zsely Schaffter, Martina Maria; Ricca, Alessandra; Barbalat, Françoise; Geoffroy, Michel

Published in

Biochimie, vol. 74, no. 2, p. 57-62

Publication date

1992

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 spectroscopy
  • Conformational analysis
  • Spacer arms
  • Spin-labelling
  • Glycolipids

UNIGE affiliation entities

UNIGE research groups

Citation (ISO format)

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

Main files (1)

Article (Published version)

Identifiers

Journal ISSN

0300-9084
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Technical informations

Creation

21/09/2009 16:09:59

First validation

21/09/2009 16:09:59

Update

14/03/2023 15:12:28

Status update

14/03/2023 15:12:28

Last indexation

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