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http://dx.doi.org/10.1016/0006-3002(58)90537-7 | DOI Listing |
Molecules
August 2024
Department of Organic and Inorganic Chemistry, Faculty of Sciences, and IACYS-Green Chemistry and Sustainable Development Unit, University of Extremadura, 06006 Badajoz, Spain.
A curious and noticeable structural feature in Schiff bases from 2-aminoaldoses is the fact that imino tautomers arranged equatorially in the most stable ring conformation exhibit a counterintuitive reverse anomeric effect (RAE) in the mutarotational equilibrium, i.e., the most stable and abundant anomer is the equatorial one (β).
View Article and Find Full Text PDFCarbohydr Res
October 2022
IsoSep AB, Dalkärrsvägen 11, SE-146 36, Tullinge, Sweden.
Sugars were derivatized with N,O-dimethylhydroxylamine (DMHA) using a simple procedure. The disaccharides lactose and chitobiose and the human milk tetrasaccharides lacto-N-tetraose (LNT) and lacto-N-neotetraose (LNnT) were used as examples. The β-glycosylamines were formed exclusively in good yields (80-84%).
View Article and Find Full Text PDFSpectrochim Acta A Mol Biomol Spectrosc
May 2018
University of Delaware, Newark, DE 19716, USA. Electronic address:
Two cyclic diastereoisomeric structures, known as α- and β-anomers of d-glucose with different configurations around C1 with OH groups in axial or equitroial positions, undergo the mutarotation conversion to each other in water. Two-dimensional correlation and codistribution spectroscopy (2DCOS and 2DCDS) analyses were applied to the time-dependent ATR IR spectra of aqueous solutions of α- and β-d-glucose undergoing such mutarotation conversion. 2DCOS analysis reveals that the increase and decrease in the IR intensities after the dissolution of α- or β-d-glucose are not fully synchronized, suggesting the mutarotation of d-glucose in water is not a simple binary conversion process but a multi-step reaction involving an intermediate species with a finite and observable concentration level and lifetime.
View Article and Find Full Text PDFBiomacromolecules
November 2015
Molecular Materials, Department of Applied Physics, Aalto University School of Science and Technology (previously Helsinki University of Technology), FIN-00076 Aalto, Espoo, Finland.
Novel poly(L-lysine)-block-poly(L-proline) (PLL-b-PLP)-based materials with all PLP helical conformers, i.e., PLP II and the rare PLP I are here reported.
View Article and Find Full Text PDFGlycobiology
November 2013
Department of Biomedical and Pharmaceutical Sciences.
Mechanisms for nonenzymatic protein glycation have been extensively studied albeit with an emphasis at the later stages that gives rise to advanced glycation end products. No detailed investigation of the initial, noncovalent binding of d-glucose to human hemoglobin A (HbA) exists in the literature. Although anionic molecules 2,3-bisphosphoglycerate (BPG), inorganic phosphate (Pi) and HCO3(-) have been implicated in the latter stages of glycation, their involvement at the initial binding of glucose to HbA has not yet been assessed.
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