Automated chemical oligosaccharide synthesis: novel approach to traditional challenges

M Panza, SG Pistorio, KJ Stine… - Chemical reviews, 2018 - ACS Publications
Advances in carbohydrate chemistry have certainly made common oligosaccharides much
more accessible. However, many current methods still rely heavily upon specialized …

Oligosaccharide synthesis and translational innovation

L Krasnova, CH Wong - Journal of the American Chemical Society, 2019 - ACS Publications
The translation of biological glycosylation in humans to the clinical applications involves
systematic studies using homogeneous samples of oligosaccharides and glycoconjugates …

Stereocontrolled 1, 2-cis glycosylation as the driving force of progress in synthetic carbohydrate chemistry

SS Nigudkar, AV Demchenko - Chemical science, 2015 - pubs.rsc.org
Recent developments in stereoselective 1, 2-cis glycosylation that have emerged during the
past decade are surveyed herein. For detailed coverage of the previous achievements in the …

Mechanisms of glycosylation reactions studied by low-temperature nuclear magnetic resonance

TG Frihed, M Bols, CM Pedersen - Chemical reviews, 2015 - ACS Publications
Synthesis of oligosaccharides has, for the past couple of decades, been greatly improved by
new methods and the ongoing development of new technologies, such as automation in …

Merging Reagent Modulation and Remote Anchimeric Assistance for Glycosylation: Highly Stereoselective Synthesis of α‐Glycans up to a 30‐mer

Y Zhang, H He, Z Chen, Y Huang, G **ang… - Angewandte …, 2021 - Wiley Online Library
The efficient synthesis of long, branched, and complex carbohydrates containing multiple 1,
2‐cis glycosidic linkages is a long‐standing challenge. Here, we report a merging reagent …

Boronic-Acid-Catalyzed Regioselective and 1,2-cis-Stereoselective Glycosylation of Unprotected Sugar Acceptors via SNi-Type Mechanism

M Tanaka, A Nakagawa, N Nishi, K Iijima… - Journal of the …, 2018 - ACS Publications
Regio-and 1, 2-cis-stereoselective chemical glycosylation of unprotected glycosyl acceptors
has been in great demand for the efficient synthesis of natural glycosides. However …

Reagent controlled stereoselective synthesis of α-glucans

L Wang, HS Overkleeft, GA van der Marel… - Journal of the …, 2018 - ACS Publications
The development of a general glycosylation method that allows for the stereoselective
construction of glycosidic linkages is a tremendous challenge. Because of the differences in …

Synthetically defined glycoprotein vaccines: current status and future directions

R Adamo, A Nilo, B Castagner, O Boutureira, F Berti… - Chemical …, 2013 - pubs.rsc.org
Primary examples in vaccine design have shown good levels of carbohydrate-specific
antibody generation when raised using extracted or fully synthetic capsular polysaccharide …

Recent Advances in Stereoselective Chemical O-Glycosylation Reactions

MM Mukherjee, R Ghosh, JA Hanover - Frontiers in Molecular …, 2022 - frontiersin.org
Carbohydrates involving glycoconjugates play a pivotal role in many life processes. Better
understanding toward glycobiological events including the structure–function relationship of …

Regioselective and 1,2‐cis‐α‐Stereoselective Glycosylation Utilizing Glycosyl‐Acceptor‐Derived Boronic Ester Catalyst

A Nakagawa, M Tanaka, S Hanamura… - Angewandte …, 2015 - Wiley Online Library
Abstract Regioselective and 1, 2‐cis‐α‐stereoselective glycosylations using 1α, 2α‐anhydro
glycosyl donors and diol glycosyl acceptors in the presence of a glycosyl‐acceptor‐derived …