First total synthesis of a GPI-anchored peptide.
A GPI-anchored dipeptide of sperm CD52 antigen was prepared through a convergent synthesis. First, the dipeptide with its C-terminus free and the GPI with its nonreducing end phosphoethanolamine bearing a free amino group were synthesized separately. Then, the two building blocks were coupled with use of EDC/HOBt as the condensation reagent. Finally, the GPI-anchored peptide was deprotected to give the target molecule 1.
Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106-7078, USA.
Jie
J
Xue
Ning
N
Shao
Zhongwu
Z
Guo
D015703:Antigens, CD / Q000737:chemistry*; D000951:Antigens, Neoplasm / Q000737:chemistry*; D000074301:CD52 Antigen; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006023:Glycoproteins / Q000737:chemistry*; D017261:Glycosylphosphatidylinositols / Q000138:chemical synthesis* / Q000737:chemistry; D006801:Humans; D007202:Indicators and Reagents; D008297:Male; D008562:Membrane Glycoproteins / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013094:Spermatozoa / Q000737:chemistry*; D013329:Structure-Activity Relationship
D015703:Antigens, CD; D000951:Antigens, Neoplasm; D000074301:CD52 Antigen; C000613862:CD52 protein, human; D006023:Glycoproteins; D017261:Glycosylphosphatidylinositols; D007202:Indicators and Reagents; D008562:Membrane Glycoproteins