Topic
Pyranose
About: Pyranose is a research topic. Over the lifetime, 1619 publications have been published within this topic receiving 35348 citations. The topic is also known as: pyranoses & hexopyranose.
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TL;DR: It was suggested that the intestinal Na(+)-dependent transporter for disaccharide-coupled tripeptides, which have a pyranose ring, was different from that of monosaccharides- coupled Tripeptide, which has no pyrAnose ring.
22 citations
TL;DR: In this article, a full exploration of the conformational landscape of D-ribose and 2-deoxy-Dribose monosaccharides in the gas phase has been performed using DFT methods (B3LYP and M06-2X).
Abstract: A full exploration of the conformational landscape of D-ribose and 2-deoxy-D-ribose monosaccharides in the gas phase has been performed using DFT methods (B3LYP and M06-2X). Open-chain, furanose and pyranose configurations have been examined. Up to 954 and 668 stable structures have been obtained for D-ribose and 2-deoxy-D-ribose. Among these structures, up to 35 and 22 have relative energies smaller than 5 kJ mol−1 with respect to the absolute minimum of each molecule, respectively. For D-ribose, pyranose in α- and β-forms is the most populated according to both functionals, the β-diastereoisomer being the most populated. For 2-deoxy-D-ribose, the α-pyranose form is in majority. The β/α relationship of pyranose forms presents different results for both functionals: for M06-2X it increases in D-ribose and decreases in 2-deoxy-D-ribose at 0 K with respect to the room temperature results, the opposite case occurring in B3LYP. Intramolecular weak interactions have been characterized using the AIM and NBO methodologies.
22 citations
TL;DR: Advances in the synthesis of septanose carbohydrates now enable a detailed investigation of their activity in a number of biological contexts, according to the major conclusion drawn in the chapter.
Abstract: Seven-atom ring sugars, called septanoses, are increasingly the focus of scientific inquiries because of their potential biological activities. This article details the synthesis, conformational analysis, and protein-binding properties of septanose carbohydrates. A distinction is drawn between septanoses that are substituted in the 6-position of the ring and those that are not. When a C-6 substituent is absent, the structure is essentially that of an aldohexose in its septanose, rather than furanose or pyranose, ring form; they may play as-of-yet unexplored roles in glycobiology. Septanoses having a hydroxymethyl group at C-6, on the other hand, are ring-expanded analogues of pyranoses. Syntheses have moved beyond the preparation of seven-membered ring monosaccharides to the development of septanosyl donors. These donors have been used in the synthesis of novel di- and trisaccharides that contain septanoses as well as a variety of glycoconjugates. Low-energy conformations adopted by septanoses have been organized based on ring substitution and stereochemistry. Instances where septanoses have been demonstrated to bind to natural proteins are presented and analyzed. The major conclusion drawn in the chapter is that advances in the synthesis of septanose carbohydrates now enable a detailed investigation of their activity in a number of biological contexts.
21 citations
TL;DR: Quinone-dependent pyranose dehydrogenase as discussed by the authors presents a new tool for versatile conversions of numerous carbohydrates to their di- and tricarbonyl derivatives.
21 citations
TL;DR: The X-ray crystal structure of NagBb is reported, representing the first GH129 family structure, solved by the single-wavelength anomalous dispersion method based on sulfur atoms of the native protein.
21 citations