Synthetic strategies for modified glycosphingolipids and their design as probes
The plasma membrane of cells contains a diverse array of lipids that provide important
structural and biological features. Glycolipids are typically a minor component of the cell …
structural and biological features. Glycolipids are typically a minor component of the cell …
Modulating glycosylation with exogenous nucleophiles: an overview
The major challenge in carbohydrate synthesis is stereochemical control of glycosidic bond
formation. Different glycosylation methods have been developed that are based on the …
formation. Different glycosylation methods have been developed that are based on the …
Statistical analysis of glycosylation reactions
CW Chang, MH Lin, CC Wang - Chemistry–A European …, 2021 - Wiley Online Library
Chemical synthesis is one of the practical approaches to access carbohydrate‐based
natural products and their derivatives with high quality and in a large quantity. However …
natural products and their derivatives with high quality and in a large quantity. However …
Neighboring-Group Participation by a Less Electron-Donating, Participating C-2-Ester Ensures Higher 1,2-trans Stereoselectivity in Nucleophilic Substitution …
Nucleophilic substitution reactions of C-2-acyloxy furanosyl acetals can be highly
diastereoselective. We here show that the presence of a less electron-donating p …
diastereoselective. We here show that the presence of a less electron-donating p …
A versatile synthesis of αGalCer and its analogues exploiting a cyclic carbonate as phytosphingosine 3, 4-diol protecting group
L Panza, F Compostella, D Imperio - Carbohydrate research, 2019 - Elsevier
A convenient synthetic strategy to αGalCer and some relevant analogues by using a handily
protected phytosphingosine is reported here. The conversion of the phytosphingosine amino …
protected phytosphingosine is reported here. The conversion of the phytosphingosine amino …
Design and synthesis of galactose-6-OH-modified α-galactosyl ceramide analogues with Th2-biased immune responses
JT Hung, RC Sawant, JC Chen, YF Yen, WS Chen… - RSC Advances, 2014 - pubs.rsc.org
In this study, a simple type of O-6 analogue of KRN7000 was synthesized starting from
galactosyl iodide and D-lyxose. This transformation involved the formation of a key …
galactosyl iodide and D-lyxose. This transformation involved the formation of a key …
Solvent effect on glycosylation
KKKT Mong, T Nokami, NTT Tran… - … : Synthetic Methods and …, 2017 - Wiley Online Library
Until now, glycosylation chemistry has still been dominated by the concept of Koenigs‐Knorr
glycosylation. The glycosyl oxocarbenium ion is accompanied with a counterion as an ion …
glycosylation. The glycosyl oxocarbenium ion is accompanied with a counterion as an ion …
An efficient and concise synthesis of α-galactosylceramide
A concise and stereoselective synthesis of α-galactosylceramide (α-GalCer) is described.
The key features of the synthetic strategy are the use of a phytosphingosine in which the …
The key features of the synthetic strategy are the use of a phytosphingosine in which the …
Design, synthesis, and biological evaluation of ganglioside Hp-s1 analogues varying at glucosyl moiety
JT Hung, CH Yeh, SA Yang, CY Lin… - ACS Chemical …, 2016 - ACS Publications
Ganglioside Hp-s1 is isolated from the ovary of sea urchin Diadema setosum. It exhibited
better neuritogenic activity than GM1 in pheochromocytoma 12 cells. To explore the roles of …
better neuritogenic activity than GM1 in pheochromocytoma 12 cells. To explore the roles of …
Synthesis of ganglioside Hp-s1
WS Chen, RC Sawant, SA Yang, YJ Liao, JW Liao… - RSC Advances, 2014 - pubs.rsc.org
A simple protocol for the synthesis of a ganglioside Hp-s1 (1) starting from commercially
available phytosphingosine, sialic acid, and D-glucose is described. This synthesis involved …
available phytosphingosine, sialic acid, and D-glucose is described. This synthesis involved …