Fig. 5: Synthesis of dPNAG glycans with thiol-functionalized antigens. | Nature Communications

Fig. 5: Synthesis of dPNAG glycans with thiol-functionalized antigens.

From: Poly-β-D-(1,6)-N-acetyl-glucosamine (PNAG) glycan vaccines with broad spectrum neutralizing activities

Fig. 5

Reagents and conditions: (a) H2, Pd(OH)2/C, cat. AcOH, MeOH/CH2Cl2, RT, o/n; (b) Linker a, Et3N, RT, o/n 28: (n = 3) 62%, 29: (n = 7) 75%, 30: (n = 11) 53%, 31: (n = 17) 51% (two steps); (c) N2H4·H2O, EtOH, reflux, 3 h, 32: (n = 3) 93%, 33: (n = 7) 91%, 34: (n = 11) 96%, 35: (n = 17) 91%; (d) Ac2O, NaHCO3, H2O/MeOH, RT, o/n 36: (n = 3), 37: (n = 7) 38: (n = 11), 39: (n = 17), 40: (n = 11); and (e) TFA, Et3SiH, RT, 1 h, 41: (n = 3), 42: (n = 7), 43: (n = 11), 44: (n = 17), 45: (n = 11), 46: (n = 3) 95%, 47: (n = 7) 94%, 48: (n = 11) 91%, 49: (n = 17) 86%.

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