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Synthesis of new fluorescently labeled glycosylphosphatidylinositol (GPI) anchors
Authors:Varma SaikamRiya Raghupathy  Mahipal YadavVeeranjaneyulu Gannedi  Parvinder Pal SinghNaveed A. Qazi  Sanghapal D. SawantRam A. Vishwakarma
Affiliation:a Medicinal Chemistry Division, Indian Institute of Integrative Medicine, Council of Scientific and Industrial Research, Jammu 180 001, India
b National Centre for Biological Sciences, Tata Institute of Fundamental Research, Bangalore 560 065, India
Abstract: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.
Keywords:Glycosylphosphatidylinositol anchors   BODIPY fluorescent probe   Membrane micro-domains     smallcaps"  >d and   smallcaps"  >l-myo-inositol   Unnatural GPI analogs
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