Ein Übergangsmetallkomplex vonD-Glucose

Klüfers, Peter; Kunte, Thomas

doi:10.1002/1521-3757(20011119)113:22<4356::aid-ange4356>3.0.co;2-w

Cited by 19 publications

(8 citation statements)

References 8 publications

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“…A more complex case is glucose. Reaction with excess Pd‐en yields the dimetalated pyranoses in a 2:1 α : β ‐ratio 4. In Pd‐NH 3 , a 2:0.5:0.5 ratio of α ‐Pd 2 : β ‐Pd 2 : α ‐Pd is observed, that is, monometalated α ‐anomer is formed at the expense of the β ‐Pd 2 species.…”

Section: Resultsmentioning

confidence: 99%

“…The species distribution in aqueous solutions of the monosaccharides investigated in this work is given in Table 1, the corresponding configurations and conformations of the carbohydrate ligands are depicted in Scheme for the pyranose forms. Previous results on glucose4 and lyxose5 are included as well. The individual 13 C NMR shifts of the complexes of the aldoses investigated in this work are collected in Table 2.…”

Section: Resultsmentioning

confidence: 99%

“…One‐and‐a‐half decades later, entirely deprotonated β ‐ D ‐mannofuranose has been found as the only ligand in homoleptic dimetalates of the trivalent metals vanadium, chromium, and iron,2 as well as in manganese complexes with Mn$\rm{_{2}^{III}}$ and Mn III Mn IV couples 3. Recently, D ‐glucose4 and rac ‐lyxose5 complexes with fourfold deprotonated aldose ligands have been characterized, each bound to two ethylenediamine–palladium( II ) moieties, and threefold deprotonated D ‐lyxose has been shown to be the ligand in two cupric complexes with ammonia and ethylenediamine as additional ligands, respectively5 To sum up, there are, to the best of our knowledge, only ten crystal structure determinations in the whole area of transition‐metal complexes of monosaccharides. This fact is intriguing since knowledge of the metal‐binding sites of a monosaccharide appears to be a prerequisite for a rational design of catalytic routes in a carbohydrate‐based branch of green chemistry 6…”

Section: Introductionmentioning

confidence: 99%

“…Herein, we report on the synthesis and characterization of palladium( II ) complexes of the aldoses arabinose, ribose, mannose, and galactose. The palladium agent used was the cellulose solvent “Pd‐en”, which has been recognized as a suitable agent for the complexation of the reducing sugars, though, of course, the solutions are prone to Fehling‐type reactions 4…”

Section: Introductionmentioning

confidence: 99%

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Palladium(II) Complexes of the Reducing Sugars D‐Arabinose, D‐Ribose, rac‐Mannose, and D‐Galactose

Klüfers

Kunte

2003

Chemistry A European J

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The cellulose solvent Pd-en, an aqueous solution of [(en)Pd(II)(OH)(2)] (en=ethylenediamine), reacts with the monosaccharides D-arabinose (D-Ara), D-ribose (D-Rib), rac-mannose (rac-Man), and D-galactose (D-Gal) under formation of dimetalated aldose complexes, if the molar ratio of Pd and sugar is 2:1 or larger. In the Pd(2) complexes, the aldoses are tetra-deprotonated and act as bisdiolato ligands. Two crystalline pentose complexes were isolated: [(en)(2)Pd(2)(beta-D-Arap1,2,3,4 H(-4))].5 H(2)O (1) and [(en)(2)Pd(2)(beta-D-Ribp1,2,3,4 H(-4))].6.5 H(2)O (2), along with two hexose complexes. With rac-Man, the major solution species is crystallized as the 9.4-hydrate [(en)(2)Pd(2)(beta-rac-Manp1,2,3,4 H(-4))].9.4 H(2)O (3). From the respective D-Gal solutions, [(en)(2)Pd(2)(beta-D-Galf1,3,5,6 H(-4))].5 H(2)O.C(2)H(5)OH (4), with the sugar tetraanion in its furanose form, is crystallized though it is not the major species, rather the second most abundant in purely aqueous solutions. The Galf species is enriched in the mother liquors to the extent of 25 % of total sugar content. Substitution of the en ligand by two molecules of ammonia, methylamine, or isopropylamine, respectively, results in the formation of different solution species. With the bulkiest ligand, isopropylamine, monometalation of the aldoses in the 1,2-position is exclusively observed.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Palladium(II) Complexes of the Reducing Sugars D‐Arabinose, D‐Ribose, rac‐Mannose, and D‐Galactose

Klüfers

Kunte

2003

Chemistry A European J

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“…More recently, a different strategy has been adopted to synthesize stable and welldefined metal-carbohydrate complexes. [12][13][14] Thus, joining the carbohydrate moiety through a linker to a specifically designed metal binding core has proven quite successful. The linker may act as an additional functionality or as a directing group.…”

Section: Carbohydrates In Coordination Chemistrymentioning

confidence: 99%

Glyco‐Conjugate Design and Demonstration as Receptors for the Species of Biological, Ecological and Medical Importance: Support from Spectroscopy and Microscopy

Areti¹,

Nag

Rao

2021

ChemistrySelect

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This review article mainly provides a critical evaluation of the ion and molecular recognition aspects along with the biomedical applications of the conjugates of carbohydrates published in the literature during the past ten years. Thus, the article primarily deals with the derivatives of carbohydrates, wherein these were selective towards the species of biological and ecological relevance as well as their utility in the medical research. The recognition has been monitored by different spectral techniques, such as, fluorescence and absorption spectroscopy and in some cases even visual colour changes. These were further supported by 1H‐Nuclear Magnetic Resonance, electrospray ionization mass spectrometry (ESI MS) and microscopy data. Over the past one decade, there has been a surge in the development and applications of the conjugates of carbohydrates in the field of chemosensors. The accelerated interest is mainly due to their water solubility, biocompatibility and selective and sensitive interactions exhibited by these towards ions and molecules of the type of examples included in this article. Owing to the presence of protein‐carbohydrate interactions, the carbohydrate conjugates have been employed for different biomedical applications such as antimicrobial activity, cell imaging and specific targeting. Therefore, in this article, the sensing and medical applications of the carbohydrate conjugates have also been discussed. For clarity, the main features have been conveniently divided into four sections, sensing of guest species, viz., metal ion, anion or amino acid and bio‐medical applications. While discussing the biomedical applications, such as, the imaging, specific targeting and anti‐disease activity of these conjugates in solution as well when they are attached onto solid surfaces have been covered. Overall, this article deals with the analysis of more than three dozen glyco‐based receptors demonstrated for selective sening of ions and molecular species along with their applications towards disease diagnosis and or prevention. Enough efforts were put to place these on a common platform and to compare these accordingly.

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Copper(II) and Palladium(II) Complexes of the Reducing Sugar Lyxose

Klüfers

Kunte

2002

Eur. J. Inorg. Chem.

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The reaction of the reducing aldopentose lyxose towards the metal centres in the copper-based cellulose solvents Schweizer's reagent (cupric hydroxide in aqueous ammonia) and Cu-en (cupric hydroxide in aqueous ethylenediamine) was investigated. Crystals of the trinuclear complexes [(NH 3 ) 4 -Cu II 3 (β-D-Lyxp1,2,3H −3 ) 2 (H 2 O) 2 ]·4H 2 O (1) and [(en) 2 Cu II 3 (β-DLyxp1,2,3H −3 ) 2 (H 2 O) 2 ]·4H 2 O (2) (Lyxp = lyxopyranose) were grown upon preventing Fehling-type aldose oxidation. One of the three cupric centres is coordinated by two chelating diolato ligands only, hence both ammonia and ethylenediam-

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Ein Übergangsmetallkomplex vonD-Glucose

Cited by 19 publications

References 8 publications

Palladium(II) Complexes of the Reducing Sugars D‐Arabinose, D‐Ribose, rac‐Mannose, and D‐Galactose

Palladium(II) Complexes of the Reducing Sugars D‐Arabinose, D‐Ribose, rac‐Mannose, and D‐Galactose

Glyco‐Conjugate Design and Demonstration as Receptors for the Species of Biological, Ecological and Medical Importance: Support from Spectroscopy and Microscopy

Copper(II) and Palladium(II) Complexes of the Reducing Sugar Lyxose

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