Stability and structure of copper(II) complexes with 2-amino-2-deoxy-d-mannose and some derivatives thereof

✍ Scribed by Henryk Kozłowski; Patrick Decock; Isabelle Olivier; Giovanni Micera; Alba Pusino; Leslie D. Pettit

• Publisher: Elsevier Science
• Year: 1990
• Tongue: English
• Weight: 547 KB
• Volume: 197
• Category: Article
• ISSN: 0008-6215
• DOI: 10.1016/0008-6215(90)84134-g

✦ Synopsis

ABSTRAa

Potentiometric and spectroscopic studies indicate that Zamino-Zdeoxy-Dmannose (ManN), its methyl cw-glycopyranoside, and methyl 2-amino-2-deoxy-a$-D-galactopyranoside are good chelating agents for cupric ions. The stability constants for the complexes with the manno compounds are higher than those of 2amino-2-deoxy-D-galactose (GalN) and-2-amino-2-deoxy-D-glucose (GlcN) . The primary binding site is the amino group and the most effective secondary site in the manno compounds is HO-3. Comparison of the co-ordination abilities of GalN, GlcN, ManN, and their methyl glycopyranosides indicates that various hydroxyl groups can be involved in the binding of metal ions. The stability constants of the Ni(I1) and Co(I1) cnmplexes with ManN are also presented.

INTRODUCI'ION

Amino sugars can form strong complexes with transition metal ions and hence can be important chelating ' agents -9. 2-Amino-2-deoxy-D-glucose (GlcN) and %amino-2-deoxy-D-galactose (GalN) act as bidentate ligands with the amino group as the major donor towards such metal ions as Cu(II), Ni(JI), and Co(II), and with one of the hydroxyl groups as the second donor. For GalN or GlcN, the