Spin-labelled sulfur containing neoglycolipids.

Abstract:

:A neoglycolipid of structure beta-D-Glcp-S-(CH2)3N(OH)(CH2)4-O-cholest-5-en-3 beta-yl has been prepared in fair overall yield by reduction of the nitrone obtained by condensation of beta-D-Glcp-S-(CH2)3NHOH and OCH-(CH2)3-O-cholest-5-en-3 beta-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.

journal_name

Biochimie

journal_title

Biochimie

authors

Tronchet JM,Zsély M,Ricca A,Barbalat-Rey F,Geoffroy M

doi

10.1016/0300-9084(92)90184-g

keywords:

subject

Has Abstract

pub_date

1992-01-01 00:00:00

pages

57-62

issue

1

eissn

0300-9084

issn

1638-6183

pii

0300-9084(92)90184-G

journal_volume

74

pub_type

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