Advances in glycoside and oligosaccharide synthesis

CJ Crawford, PH Seeberger - Chemical Society Reviews, 2023 - pubs.rsc.org
The structural complexity of glycans poses a serious challenge in the chemical synthesis of
glycosides, oligosaccharides and glycoconjugates. Glycan complexity, determined by …

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 …

Automated solution-phase multiplicative synthesis of complex glycans up to a 1,080-mer

W Yao, DC Xiong, Y Yang, C Geng, Z Cong, F Li… - Nature …, 2022 - nature.com
Carbohydrates play essential roles in nature, such as in cell–cell communication, cell growth
and immunoresponse. However, the synthesis of structurally well-defined carbohydrates …

Automated glycan assembly: a perspective

M Guberman, PH Seeberger - Journal of the American Chemical …, 2019 - ACS Publications
The intrinsic complexity of carbohydrate structures has hampered access to pure glycans
and hence impeded progress in the glycosciences. Automated Glycan Assembly (AGA) has …

Synthesis of branched arabinogalactans up to a 140-mer from Panax notoginseng and their anti-pancreatic-cancer activity

X Qin, C Xu, M Liu, F Zeng, W Yao, Y Deng, T Xu… - Nature …, 2024 - nature.com
RN1, a highly branched arabinogalactan isolated from the flower of Panax notoginseng,
possesses a potent ability to inhibit the development of pancreatic cancer. Due to the …

Automated quantification of hydroxyl reactivities: Prediction of glycosylation reactions

CW Chang, MH Lin, CK Chan, KY Su… - Angewandte Chemie …, 2021 - Wiley Online Library
The stereoselectivity and yield in glycosylation reactions are paramount but unpredictable.
We have developed a database of acceptor nucleophilic constants (Aka) to quantify the …

Systematic hydrogen‐bond manipulations to establish polysaccharide structure–property correlations

Y Yu, T Tyrikos‐Ergas, Y Zhu, G Fittolani… - Angewandte …, 2019 - Wiley Online Library
A dense hydrogen‐bond network is responsible for the mechanical and structural properties
of polysaccharides. Random derivatization alters the properties of the bulk material by …

One-pot relay glycosylation

X Xiao, J Zeng, J Fang, J Sun, T Li, Z Song… - Journal of the …, 2020 - ACS Publications
A novel one-pot relay glycosylation has been established. The protocol is characterized by
the construction of two glycosidic bonds with only one equivalent of triflic anhydride. This …

Glycan-mediated molecular interactions in bacterial pathogenesis

S Lee, S Inzerillo, GY Lee, EM Bosire, SK Mahato… - Trends in …, 2022 - cell.com
Glycans are expressed on the surface of nearly all host and bacterial cells. Not surprisingly,
glycan-mediated molecular interactions play a vital role in bacterial pathogenesis and host …

Chemical synthesis of oligosaccharides and their application in new drug research

Z Lv, H Liu, H Hao, FU Rahman, Y Zhang - European Journal of Medicinal …, 2023 - Elsevier
Oligosaccharides are the ubiquitous molecules of life. In order to translate human
bioglycosylation into clinical applications, homogeneous samples of oligosaccharides and …