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 …

Site-selective functionalization of hydroxyl groups in carbohydrate derivatives

V Dimakos, MS Taylor - Chemical reviews, 2018 - ACS Publications
Methods for site-selective transformations of hydroxyl groups in carbohydrate derivatives are
reviewed. The construction of oligosaccharides of defined connectivity hinges on such …

Methods for 2-deoxyglycoside synthesis

CS Bennett, MC Galan - Chemical reviews, 2018 - ACS Publications
Deoxy-sugars often play a critical role in modulating the potency of many bioactive natural
products. Accordingly, there has been sustained interest in methods for their synthesis over …

Exploiting non-covalent interactions in selective carbohydrate synthesis

CCJ Loh - Nature Reviews Chemistry, 2021 - nature.com
Non-covalent interactions (NCIs) are a vital component of biological bond-forming events,
and have found important applications in multiple branches of chemistry. In recent years, the …

“One-pot” protection, glycosylation, and protection–glycosylation strategies of carbohydrates

SS Kulkarni, CC Wang, NM Sabbavarapu… - Chemical …, 2018 - ACS Publications
Carbohydrates, which are ubiquitously distributed throughout the three domains of life, play
significant roles in a variety of vital biological processes. Access to unique and …

The Experimental Evidence in Support of Glycosylation Mechanisms at the SN1–SN2 Interface

PO Adero, H Amarasekara, P Wen, L Bohé… - Chemical …, 2018 - ACS Publications
A critical review of the state-of-the-art evidence in support of the mechanisms of
glycosylation reactions is provided. Factors affecting the stability of putative oxocarbenium …

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 …

Exploiting photoredox catalysis for carbohydrate modification through C–H and C–C bond activation

A Shatskiy, EV Stepanova, MD Kärkäs - Nature Reviews Chemistry, 2022 - nature.com
Photoredox catalysis has recently emerged as a powerful synthetic platform for accessing
complex chemical structures through non-traditional bond disconnection strategies that …

Mimicry of the proton wire mechanism of enzymes inside a supramolecular capsule enables β-selective O-glycosylations

TR Li, F Huck, GM Piccini, K Tiefenbacher - Nature Chemistry, 2022 - nature.com
Enzymes achieve high substrate and product selectivities by orientating and activating the
substrate (s) appropriately inside a confined and finely optimized binding pocket. Although …

Venturing beyond donor-controlled glycosylation: new perspectives toward anomeric selectivity

WL Leng, H Yao, JX He, XW Liu - Accounts of Chemical Research, 2018 - ACS Publications
Conspectus Glycans are complex compounds consisting of sugars linked glycosidically,
existing either as pure polysaccharides or as part of glycoconjugates. They are prevalent in …