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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Veröffentlicht in:	Tetrahedron letters 2011-08, Vol.52 (33), p.4277-4279
Hauptverfasser:	Saikam, Varma, Raghupathy, Riya, Yadav, Mahipal, Gannedi, Veeranjaneyulu, Singh, Parvinder Pal, Qazi, Naveed A., Sawant, Sanghapal D., Vishwakarma, Ram A.
Format:	Artikel
Sprache:	eng
Schlagworte:	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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Beschreibung
Zusammenfassung:	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