Binding of metal ions to polysaccharides. VI. Spectroscopic and potentiometric studies of the binding of copper(II) and nickel(II) to some monosaccharide units in acidic, neutral and alkaline aqueous media

Appelman-Lippens, Eleonora B.V.; Bolster, M. W. G. De; Tiemersma, Douwe N.; Visser-Luirink, Gesina

doi:10.1016/s0020-1693(00)81282-7

Cited by 15 publications

(5 citation statements)

References 16 publications

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“…140 In neutral and acidic media, polyols do not coordinate Cu II ions. 141 This would require 130 deprotonation of at least one hydroxyl group. Structure 23 similar to 21 was ascribed 142 to complexes containing ethylenediamine in place of ammonia.…”

Section: Complexes With D-and F-metal Cationsmentioning

confidence: 99%

“…316,321 In the complexes CuL and CuL 2 , 317,320 the hydroxyl groups of the ligands can be either free 321 or deprotonated. 323 Other researchers 141 deny participation of free hydroxyl groups in the coordination and assume that deprotonation is typical first of all of the hydroxyl group at C(1), because it is the most acidic. 325 In the case of the Cu II complex of N-acetylglucosamine 59b, the Nacetyl group is not coordinated to the Cu II ion but stabilises the complex [Cu(LH 71 ) 2 (OH) 2 ] 27 .…”

Section: Complexes Of Nitrogen-containing Natural Carbohydratesmentioning

confidence: 99%

“…325 In the case of the Cu II complex of N-acetylglucosamine 59b, the Nacetyl group is not coordinated to the Cu II ion but stabilises the complex [Cu(LH 71 ) 2 (OH) 2 ] 27 . 141 The complexation of D-glucosamine 59a with Ni II , 141, 319 ± 322 Co II , 316, 319 ± 324, 326, 327 and Fe III 317 ± 320 ions has been studied fairly comprehensively. For complexes of the composition ML, the following stability series was obtained: Cu II > Pb II > Zn II > Ni II : Co II , Cd II , Mn II ) Ca II , Mg II , 321 and for complexes ML 2 , Fe III > Cu II > Co II .…”

Section: Complexes Of Nitrogen-containing Natural Carbohydratesmentioning

confidence: 99%

“…319 The formation of complexes of D-glucosamine 59a of the composition ML 2 with the above cations is a multi-stage process, 319,323 which includes coordination of the cation to the amino group of the first ligand, to the amino group of the second ligand, coordination to the neighbouring hydroxyl groups followed by their stepwise deprotonation, and finally coordination to a hydroxide ion in a strongly alkaline medium. 323,326 However, other investigators 141,321 deny the possibility of coordination to a hydroxide ion. Solid hygroscopic complexes of D-glucosamine of the composition ML 2 with Ca II , Ba II , and Sr II have been obtained.…”

Section: Complexes Of Nitrogen-containing Natural Carbohydratesmentioning

confidence: 99%

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Complexes of natural carbohydrates with metal cations

Alekseev¹,

Гарновский²,

Zhdanov³

1998

Russ. Chem. Rev.

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Data on the interaction of natural carbohydrates (mono-, oligo-, and poly-saccharides, amino sugars, and natural organic acids of carbohydrate origin) with metal cations are surveyed and described systematically. The structural diversity of carbohydrate metal complexes, caused by some specific features of carbohydrates as ligands, is demonstrated. The influence of complex formation on the chemical properties of carbohydrates is discussed. It is shown that the formation of metal complexes plays an important role in the configurational and conformational analysis of carbohydrates. The practical significance of the coordination interaction in the series of carbohydrate ligands is demonstrated. The bibliography includes 571 references.

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Section: Complexes With D-and F-metal Cationsmentioning

confidence: 99%

Section: Complexes Of Nitrogen-containing Natural Carbohydratesmentioning

confidence: 99%

Section: Complexes Of Nitrogen-containing Natural Carbohydratesmentioning

confidence: 99%

Section: Complexes Of Nitrogen-containing Natural Carbohydratesmentioning

confidence: 99%

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Complexes of natural carbohydrates with metal cations

Alekseev¹,

Гарновский²,

Zhdanov³

1998

Russ. Chem. Rev.

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“…The neutral form of the amino sugar was prepared according to the procedure reported by Appelman-Lippens et al (1985).…”

Section: Chemicalsmentioning

confidence: 99%

D-Glucosamine Sorption on Cu(II)-Montmorillonite as the Protonated and Neutral Species

Pusino

1989

Clays and clay miner.

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Abstract--The adsorption of D-glucosamine (2-amino-2-deoxy-D-glucose) in the protonated or neutral form on homoionic Cu2+-bentonite was investigated by infrared (IR) and electron spin resonance (ESR) spectroscopy and chemical analyses of solution. The results show that the interaction of the glucosamine hydrochloride with the clay complexed a small fraction of interlayer metal ions with neutral amino sugar molecules. In contrast, the adsorption of free glucosamine was much more favorable and resulted in interlayer copper(II) complexes, mainly those in which the ligand was coordinated through amino and deprotonated hydroxyl groups. Part of the amino sugar molecules, however, were transformed into glucosammonium, replacing copper as the saturating ion.

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Assembling Sugars and Metals: Novel Architectures and Reactivities in Transition Metal Chemistry

Piarulli¹,

Floriani²

1996

Progress in Inorganic Chemistry

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Binding of metal ions to polysaccharides. VI. Spectroscopic and potentiometric studies of the binding of copper(II) and nickel(II) to some monosaccharide units in acidic, neutral and alkaline aqueous media

Cited by 15 publications

References 16 publications

Complexes of natural carbohydrates with metal cations

Complexes of natural carbohydrates with metal cations

D-Glucosamine Sorption on Cu(II)-Montmorillonite as the Protonated and Neutral Species

Assembling Sugars and Metals: Novel Architectures and Reactivities in Transition Metal Chemistry

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