Synthesis and Characterization of an Aminated D-Glucose and its Stability of Cu²⁺Complex

Abstract

An aminated D-glucose [N,N'-di-b-D-glucopyranosyl ethylenediamine] was prepared and thoroughly characterized by FT-IR, ESI-MS, NMR spectra and elemental analysis. Compared with D-glucose, the FT-IR spectrum of the aminated glucose showed a moderate peak at 1629~1608 cm-1which was attributed to dNH vibration, suggesting glucose reacted to ethylenediamine (en). The ESI-MS spectrum exhibited a strong peak atm/z383.2, which was assigned to the species [C14H27O10N2]-. The1H-NMR spectrum of the aminated D-glucose demonstrated the signal of the C1proton and the amino proton at 4.82~4.79ppm, illustrating the amino of ethylenediamine was substituted for the hydroxy group of C1. As for UV spectra, the aminated glucose hadn’t absorbance in the ultraviolet region while its complex with Cu2+had obvious absorption peak at about 236nm. The complex ratio of the aminated glucose to Cu2+was close to 1:1 and the stability constant of its Cu2+complex was 6.8*107in 0.01mol×L-1borax buffer solution.