15892-28-1Relevant academic research and scientific papers
Stability of aminooxy glycosides to glycosidase catalysed hydrolysis
Iqbal, Amjid,Chibli, Hicham,Hamilton, Chris J.
, p. 1 - 3 (2013/10/21)
The stability of the amino(methoxy) beta-glycosidic bond to glycosidase catalysed hydrolysis is reported. Beta-O-benzyl glucose and beta-O-benzyl galactose are substrates hydrolysed by beta-glucosidase and beta-galactosidase from almonds and Escherichia coli, respectively. However their beta-N-benzyl-(Omethoxy)-glucoside and beta-N-benzyl-(O-methoxy)-galactoside derivatives are competitive inhibitors.
A simple synthesis of D-galactono-1,4-lactone and key building blocks for the preparation of galactofuranosides
De Talance, Vincent Lemau,Thiery, Emilie,Eppe, Guillaume,Bkassiny, Sandy El,Mortier, Jeremie,Vincent, Stephane P.
body text, p. 605 - 617 (2012/06/04)
The oxidation of D-galactose by Br2 to yield D-galactono-1,4-lactone was developed and applied to the preparation of key building blocks for the synthesis of galactofuranosides. Three D-galactono-1,4-lactone derivatives protected as acetates, TBDMS ether, or acetonide were directly obtained in two steps on multigram scale with only one purification step. A mild deacetylation methodology afforded pure D-galactono-1,4-lactone and a new reduction of the lactone functionality using K-selectride was also optimized.
Solubilization, purification, and properties of membrane-bound D-glucono-δ-lactone hydrolase from Gluconobacter oxydans
Shinagawa, Emiko,Ano, Yoshitaka,Yakushi, Toshiharu,Adachi, Osao,Matsushita, Kazunobu
body text, p. 241 - 244 (2009/06/20)
Membrane-bound glucono-δ-lactonase (MGL) was purified to homogeneity from the membrane fraction of Gluconobacter oxydans IFO 3244. After solubilization with 1 M CaCl2, MGL was purified in the presence of Ca2+ and detergent. A single
δ-Galactonolactone: Synthesis, isolation, and comparative structure and stability analysis of an elusive sugar derivative
Bierenstiel, Matthias,Schlaf, Marcel
, p. 1474 - 1481 (2007/10/03)
δ-D-Gluconolactone, δ-D-mannonolactone, and - for the first time - the thermodynamically unstable δ-D-galactonolactone have been prepared and isolated from DMF solution by oxidizing the corresponding sugars with Shvo's catalyst [(C4Ph4CO)(CO)2Ru] 2 and a hydrogen acceptor. The preferred conformation of δ-D-galactonolactone in [D6] DMSO solution has been determined by 1H NMR spectroscopy experiments and DFT calculations to be 4H3 and is compared to those of the previously established conformations of δ-D-gluconolactone (4H3) and δ-D-mannonolactone (B2,5), The conformations of the lactones suggest an explanation for their relative rates of isomerization to their respective γ-D-lactones by an intramolecular mechanism. Wiley-VCH Verlag GmbH & Co, KGaA, 69451 Weinheim, Germany, 2004.
Kinetics of Ru(III) Catalysed Oxidation of Aldoses by N-Bromosuccinimide in Aqueous Acetic Acid
Kistayya, T.,Reddy, M. Surekha,Kandlikar, Sushama
, p. 905 - 907 (2007/10/02)
The title reaction, studied in the presence of mercuric acetate, sulphuric acid and 10percent (v/v) acetic acid, is first order in both in the presence and absence of catalyst.However, the order in in the absence of catalyst, Ru(III) is unity which changes to fractional order in the presence of it.Increase in retards the reaction rate.The order of reactivities of different aldoses is: D-arabinose > D-xylose > D-galactose > D-mannose > D-glucose.Individual rate constants (k), formation constants (K) of the complex of aldoses and the catalyst and corresponding thermodynamic parameters have been evaluated and a suitable mechanism involving the α-anomer of aldose as the reactive substrate species has been suggested.
