Synthesis of new fluorescently labeled glycosylphosphatidylinositol (GPI) anchors

The borondipyrromethene (BODIPY) labeled new glycosylphosphatidylinositol (GPI) molecules were synthesized as cellular probes to study the chemical basis of microdomain organization of GPI-anchored proteins and cholesterol in plasma membrane. The synthesis enabled by a new stereo-selective glycosyla...

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Bibliographic Details
Published in:Tetrahedron letters 2011-08, Vol.52 (33), p.4277-4279
Main Authors: Saikam, Varma, Raghupathy, Riya, Yadav, Mahipal, Gannedi, Veeranjaneyulu, Singh, Parvinder Pal, Qazi, Naveed A., Sawant, Sanghapal D., Vishwakarma, Ram A.
Format: Article
Language:English
Subjects:
Alicyclic compounds, terpenoids, prostaglandins, steroids
Anchors
BODIPY fluorescent probe
Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides
Carbohydrates. Nucleosides and nucleotides
Cellular
Chemistry
Cholesterol
d and l-myo-inositol
Exact sciences and technology
Glycosylphosphatidylinositol anchors
Heterocyclic compounds
Membrane micro-domains
Membranes
Miscellaneous
Organic chemistry
Organizations
Preparations and properties
Proteins
Steroids
Synthesis (chemistry)
Tetrahedrons
Unnatural GPI analogs
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Description
Summary:The borondipyrromethene (BODIPY) labeled new glycosylphosphatidylinositol (GPI) molecules were synthesized as cellular probes to study the chemical basis of microdomain organization of GPI-anchored proteins and cholesterol in plasma membrane. The synthesis enabled by a new stereo-selective glycosylation of myo-d-inositol acceptor led to the preparation of optically pure glucosaminyl-(1-6)-α-phosphatidyl-myo-d-inositol and its unnatural stereoisomer.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.06.005