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. Author manuscript; available in PMC: 2013 Apr 11.
Published in final edited form as: J Am Chem Soc. 2012 Mar 27;134(14):6316–6325. doi: 10.1021/ja212188r

Figure 5.

Figure 5

Epimerization as a function of pre-activation time. Fmoc-Ser(Trt)-OH and glyco-amino acids were coupled using the following coupling reagents and ratios: AAs/HATU/NMM=1:1:2. Each amino acid was pre-activated for varying times and then the extent of epimerization was measured as described in the Materials and Methods: a) Fmoc-Ser(Ac3GalNAcα)-OH (7); b) Fmoc-Ser(Ac4Galβ1-3Ac2GalNAcα)-OH (9); c) Fmoc-Ser(Ac3GlcNAcα)-OH (11); and d) Fmoc-Ser(Trt)-OH.