Synthesis Of Labeled Glycosyl Phosphatidyl Inositol (GPI) Anchors
✍ Scribed by Thomas G. Mayer; Ralf Weingart; Florian Münstermann; Toshinari Kawada; Teymuras Kurzchalia; Richard R. Schmidt
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 449 KB
- Volume
- 1999
- Category
- Article
- ISSN
- 1434-193X
No coin nor oath required. For personal study only.
✦ Synopsis
The exploration of the molecular and structural basis for the amino group of the glucosamine residue (2b-position) and a free amino group at the 6b-position. The 6b-amino group was sorting of GPI-anchored proteins is based on labeled partial structures of GPIЈs which can be incorporated into the GPI used for the ligation of the 3-(7-nitrobenzofurazan-4-yl)aminopropanoyl group as a fluorescent label, the 5-azido-2-anchor biosynthesis and cellular transport systems. To this end, from mannosyl donor 6 and the D-glucosaminyl-(1Ǟ6)-nitrobenzoyl and 4-azidophenylaminothiocarbonyl groups as photolabels, and the 4-azido-2-hydroxybenzoyl group as a D-myo-inositol derivative 7 as acceptor, the pseudotrisaccharide 8 was prepared. Compound 8 was transformed radiolabel after the introduction of radioactive iodine by an electrophilic aromatic substitution. Thus, after acid-catalyzed into the GPI partial structures 5a,b which contain the pseudotrisaccharide ligated to two different phosphatidyl removal of the protective groups, the unprotected target molecules 1-4 were obtained. residues. Compounds 5a,b have Boc protection at the 2-
📜 SIMILAR VOLUMES
available from -mannose; [31] also O-deacetylation (Ǟ 9), tetrabutylammonium fluoride (TBAF) in acetic acid/THF gave 6-O-unprotected mannoside 22 which served as man-benzylation (Ǟ 10), subsequent acid-catalyzed ortho ester opening and then O-acetylation (Ǟ 11α,β) followed essen-nosyl residue c. It
## Abstract This microreview summarizes some recent progress in the study of glycosylphosphatidylinositols (GPI), focusing on the strategies established for the synthesis of optically pure __myo__‐inositol derivatives and complex GPIs and GPI conjugates. Although in the past decade many GPIs have b