1198-69-2Relevant articles and documents
1 -Ethyl-3-methylimidazolium ethylsulfate/copper catalyst for the enhancement of glucose chemiluminescent detection: Effects on light emission and enzyme activity
Santafe, Aurelie A.-M.,Doumeche, Bastian,Blum, Loic J.,Girard-Egrot, Agnes P.,Marquette, Christophe A.
, p. 2401 - 2404 (2010)
The effect of the ionic liquid 1-ethyl-3-methylimidazolium ethylsulfate ([Emim][EtSO4]) on the copper-catalyzed luminol chemiluminescence (CL) is reported. A drastic light emission enhancement is observed, related to a strong interaction between Cu2+ and the imidazolium ring. In these conditions, the CL reaction was able to produce light efficiently at pH as low as 6.5 (amplification factor: Intensity+IL/Intensity-IL = 2900). Interesting effects of [Emim] [EtSO4] on the enzyme glucose oxidase activity were also evidenced, and advantages were taken from this enhancement to perform sensitive chemiluminescent glucose detection (LOD = 4 M) at pH 8.0.
MAOS of D-gluconic acid, D-glucono-1,4- and 1,5-lactones, esters, hydrazides, and benzimidazoles thereof
El Ashry,Awad,Abdel Hamid,Atta
, p. 329 - 338 (2007)
Microwave-assisted organic synthesis (MAOS) of D-gluconic acid can be efficiently done by oxidation of D-glucose with bromine water, upon irradiation with microwave (MW). It was also used for the conversion of D-gluconic acid to ethyl D-gluconate, D-glucono-1,4- and 1,5-lactones, gluconyl hydrazide, and gluconyl phenylhydrazide in yields comparable to those obtained by conventional methods, but in much shorter times. A convenient microwave-mediated condensation of D-gluconic acid with o-phenylenediamines provided the respective acyclonucleoside benzimidazole in short time and good yield.
Oxidation of D-glucose in the presence of 2,2′-bipyridine by Cr VI in aqueous micellar media: A kinetic study
Bayen, Ruhidas,Islam, Monirul,Saha, Bidyut,Das, Asim K.
, p. 2163 - 2170 (2005)
The kinetics of CrVI oxidation of d-glucose to the corresponding lactone in the presence and absence of 2,2′-bipyridine (bipy) has been carried out under the conditions, [d-glucose]T Gt; [Cr VI]T at different temperatures in aqueous micellar media. The monomeric CrVI species has been found to be kinetically active in the absence of bipy whereas in the bipy-catalysed path, the Cr VI-bipy complex has been found to be the active oxidant. In the bipy-catalysed path, the CrVI-bipy complex undergoes nucleophilic attack by the substrate to form a ternary complex. The ternary complex spontaneously experiences a redox decomposition (through two-electron transfer) in the rate-determining step leading to the product lactone and Cr IV-bipy complex. The CrIV-bipy complex then takes part in faster steps in the further oxidation of d-glucose and is ultimately converted into a CrIII-bipy complex. In the uncatalysed path, the Cr VI-substrate ester experiences acid catalysed redox decomposition (two-electron transfer) in the rate-determining step. The uncatalysed path shows a second order dependence on [H+] and a first order dependence on each of the reactants [d-glucose]T and [CrVI]T. In contrast, the bipy-catalysed path shows a first order dependence on each of the reactants [H+], [d-glucose]T and [Cr VI]T. The bipy-catalysed path is first order in [bipy]T. These observations remain unaltered in the presence of externally added surfactants. The effect of the cationic surfactant, N-cetylpyridinium chloride (CPC) and anionic surfactant, sodium dodecyl sulfate (SDS) on both the uncatalysed and bipy-catalysed path has been studied. CPC inhibits both the uncatalysed and bipy-catalysed path, while SDS catalyses these reactions. The observed micellar effects have been explained by considering hydrophobic and electrostatic interactions between the surfactants and reactants.
Quantitative Determination of Pt- Catalyzed d -Glucose Oxidation Products Using 2D NMR
Armstrong,Hirayama,Knight,Hutchings
, p. 325 - 335 (2019/01/04)
Quantitative correlative 1H-13C NMR has long been discussed as a potential method for quantifying the components of complex reaction mixtures. Here, we show that quantitative HMBC NMR can be applied to understand the complexity of the catalytic oxidation of glucose to glucaric acid, which is a promising bio-derived precursor to adipic acid, under aqueous aerobic conditions. It is shown through 2D NMR analysis that the product streams of this increasingly studied reaction contain lactone and dilactone derivatives of acid products, including glucaric acid, which are not observable/quantifiable using traditional chromatographic techniques. At 98% glucose conversion, total C6 lactone yield reaches 44%. Furthermore, a study of catalyst stability shows that all Pt catalysts undergo product-mediated chemical leaching. Through catalyst development studies, it is shown that sequestration of leached Pt can be achieved through use of carbon supports.
