200406-58-2Relevant academic research and scientific papers
Hydrogen bonding-induced conformational change in a crystalline sugar derivative
Pal, Kumar Bhaskar,Sarkar, Vikramjit,Mukhopadhyay, Balaram
, p. 1156 - 1163 (2016)
We report crystallographic evidence of the change of a regular chair conformation to a skew boat conformation in a partially protected sugar derivative. Crystallographic correlation with two more analogous derivatives indicates that a particular O-H?O hyd
Synthesis of S-linked NeuAc-α(2-6)-di-LacNAc bearing liposomes for H1N1 influenza virus inhibition assays
Cheng, Hou-Wen,Wang, Hsiao-Wen,Wong, Tsung-Yun,Yeh, Hsien-Wei,Chen, Yi-Chun,Liu, Der-Zen,Liang, Pi-Hui
supporting information, p. 2262 - 2270 (2018/02/23)
S-NeuAc-α(2-6)-di-LacNAc (5) was efficiently synthesized by a [2+2] followed by a [1+4] glycosylation, and later conjugated with 1,2-dilauroyl-sn-glycero-3-phosphoethanolamine (DLPE) to form both single-layer and multi-layer homogeneous liposomes in the presence of dipalmitoyl phosphatidylcholine (DPPC) and cholesterol. These liposomes were found to be weak inhibitors in both the influenza virus entry assay and the hemagglutination inhibition assay. The single layer liposome was found to more efficiently interfere with the entry of the H1N1 influenza virus into MDCK cells than the multilayer liposome containing 5.
Synthesis of oligomeric mannosides and their structure-binding relationship with concanavalin A
Li, Chen-Wei,Hon, Kai-Wei,Ghosh, Bhaswati,Li, Po-Han,Lin, Hsien-Ya,Chan, Po-Han,Lin, Chun-Hung,Chen, Yu-Chie,Mong, Kwok-Kong Tony
, p. 1786 - 1796 (2014/07/08)
Small glycodendrimers with α-mannosyl ligands were synthesized by using copper-catalyzed azide-alkyne coupling chemistry and some of these molecules were used as multivalent ligands to study the induction of concanavalin A (Con A) precipitation. The results showed that the monovalent mannose ligand could induce the precipitation of Con A. This unexpected finding initiated a series of studies to characterize the molecular basis of the ligand-lectin interaction. The atypical precipitation is found to be specific to the mannose, fluorescein moiety (FITC), and Con A. Apparently the mannose ligand binds to Con A through hydrogen-bonding interactions, whereas the binding of FITC is mediated by hydrophobic forces. Being precipitate: A series of glycodendrimers with α-mannosyl ligands were prepared and used to explore the precipitation of concanavalin A (Con A). Surprisingly, the monovalent mannose ligand induced Con A precipitation, which led to an investigation of the molecular basis of the ligand-lectin interaction (see figure).
2,6-Disubstituted benzoates as neighboring groups for enhanced diastereoselectivity in β-galactosylation reactions: Synthesis of β-1,3-linked oligogalactosides related to arabinogalactan proteins
McGill, Nathan W.,Williams, Spencer J.
supporting information; experimental part, p. 9388 - 9398 (2010/03/04)
(Chemical Equation Presented) Arabinogalactan proteins (AGPs) are plant glycoproteins which contain a β-1,3-linked galactan core. The synthesis of the β-galactopyranose-1,3-β-galactopyranose linkage using various 2-O-acyl-protected glycosyl donors has bee
Phosphinite thioglycosides derived from natural D-sugars as useful P/S ligands for the synthesis of both enantiomers in palladium-catalyzed asymmetric substitution
Khiar, Noureddine,Suárez, Belén,Valdivia, Victoria,Fernández, Inmaculada
, p. 2963 - 2967 (2007/10/03)
Phosphinite thioglycosides I for which a modular synthetic approach is reported, were found highly efficient catalyst precursors for palladium(0)-catalyzed asymmetric substitution. Both enantiomers of the allylated products have been obtained with high ee
Mixed S/P ligands from carbohydrates: Synthesis and utilization in asymmetric catalysis
Khiar, Noureddine,Suarez, Belen,Stiller, Michaela,Valdivia, Victoria,Fernandez, Inmaculada
, p. 1253 - 1258 (2007/10/03)
New chiral mixed sulfur/phosphorus ligands derived from carbohydrates are reported. These ligands were found to be efficient catalyst precursors for palladium-catalyzed asymmetric substitution of 1,3-diphenylpropenyl acetate with dimethyl malonate or benz
