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
Biochimiejournal_title
Biochimieauthors
Tronchet JM,Zsély M,Ricca A,Barbalat-Rey F,Geoffroy Mdoi
10.1016/0300-9084(92)90184-gkeywords:
subject
Has Abstractpub_date
1992-01-01 00:00:00pages
57-62issue
1eissn
0300-9084issn
1638-6183pii
0300-9084(92)90184-Gjournal_volume
74pub_type
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