106023-63-6Relevant articles and documents
3-BROMO-2-BROMOMETHYLPROPYL GLYCOSIDES IN THE PREPARATION OF DOUBLE-CHAIN BIS-SULFIDE NEO-GLYCOLIPIDS
Ansari, Akbar A.,Frejd, Torbjoern,Magnusson, Goeran
, p. 225 - 234 (1987)
Boron trifluoride etherate-induced glycosilation of 3-bromo-2-bromomethylpropan-1-ol with sugar acetates gave the title glycosides of the following sugars of the D series: Glcp, Galp, GlcpA, GlcNPhthp, Xylp, β-Galp-(1->4)-Glcp, and α-Galp-(1->4)-Galp.Treatment of the fully acetylated glycosides with alkanethiols and cesium carbonate in N,N-dimethylformamide followed by deacetylation gave the corresponding bis-sulfide glycolipids.
Efficient synthesis of methanesulphonate-derived lipid chains for attachment of proteins to lipid membranes
Hicks, Matthew R.,Rullay, Atvinder K.,Pedrido, Rosa,Crout, David H.,Pinheiro, Teresa J. T.
, p. 3726 - 3750 (2008/12/23)
We have developed an easy and flexible synthetic methodology to obtain lipid chains containing methanothiosulfonate terminal groups with the aim to attach them to natural proteins as functional groups. There are many proteins found in nature that are modified by lipids, and this is a key part of their function. For example, the prion protein is attached to the plasma membrane via a glycosylphosphatidylinositol (GPI) anchor, and this protein is thought to be the causative agent in diseases such as bovine spongiform encephalopathy (BSE; "mad cow disease") and the human equivalent Creutzfeldt-Jakob disease. However, production of large amounts of protein in bacteria results in proteins that lack these lipid modifications. The lipid chains containing methanothiosulfonate terminal groups that we have synthesized here can be attached to these proteins through the thiol contained in the side chain of the cysteine residue, which can be incorporated into the protein sequence at the desired position. Copyright Taylor & Francis Group, LLC.
PROPANOL DERIVATIVES
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, (2008/06/13)
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