Stereoselective Glycosylation of Glucosamine: The Role of the N‐Protecting Group

R Enugala, LCR Carvalho… - Chemistry–An Asian …, 2012 - Wiley Online Library
Oligosaccharides and glycoconjugates play an important role in biological processes. The
use of these complex polymers as biocompatible materials for medicinal applications as well …

Recent advances in the discovery of heparanase inhibitors as anti-cancer agents

L Jia, S Ma - European journal of medicinal chemistry, 2016 - Elsevier
Heparanase, an only endo-β-d-glucuronidase capable of cleaving heparan sulfate (HS) side
chains at specific sites, contributes to remodeling of the extracellular matrix (ECM) and …

Single‐entity heparan sulfate glycomimetic clusters for therapeutic applications

PC Tyler, SE Guimond, JE Turnbull… - Angewandte Chemie …, 2015 - Wiley Online Library
Heparan sulfate (HS) is a highly sulfated glycosaminoglycan with a variety of critical
functions in cell signaling and regulation. HS oligosaccharides can mimic or interfere with …

Synthesis of Uronic Acid 1‐Azasugars as Putative Inhibitors of α‐Iduronidase, β‐Glucuronidase and Heparanase

GG Doherty, GJM Ler, N Wimmer, PV Bernhardt… - …, 2023 - Wiley Online Library
Azasugar analogues of l‐iduronic acid (l‐IdoA) and d‐glucuronic acid (d‐GlcA) and their
corresponding enantiomers have been synthesized as potential pharmacological …

Heparanase inhibitors in cancer progression: Recent advances

R Kaur, PK Deb, V Diwan… - Current Pharmaceutical …, 2021 - ingentaconnect.com
Background: An endo-β-glucuronidase enzyme, Heparanase (HPSE), degrades the side
chains of polymeric heparan sulfate (HS), a glycosaminoglycan formed by alternate …

A remarkable change in inhibition potency and selectivity of isofagomine by simple N-modification

A Culum, H Prasch, T Dorn, R Fischer, E Gardić… - Monatshefte für Chemie …, 2024 - Springer
Herein, we present an alternative and elegant synthetic approach toward powerful β-
glucosidase inhibitor isofagomine. Derivatizations of the ring nitrogen provided a selected …

A latent reactive handle for functionalising heparin-like and LMWH deca-and dodecasaccharides

GJ Miller, KR Broberg, C Rudd, MR Helliwell… - Organic & …, 2015 - pubs.rsc.org
D-Glucosamine derivatives bearing latent O4 functionality provide modified H/HS-type
disaccharide donors for a final stage capping approach enabling introduction of conjugation …

An efficient anticoagulant candidate: Characterization, synthesis and in vivo study of a fondaparinux analogue Rrt1. 17

GQ Zhang, H Jin, Y Zhao, L Guo, X Gao, X Wang… - European journal of …, 2017 - Elsevier
Fondaparinux, a synthetic pentasaccharide anticoagulant based on heparin antithrombin-
binding domain, is derived from a chemical synthesis with more than 50 steps. Herein, we …

Bringing heparan sulfate glycomics together with proteomics for the design of novel therapeutics: a historical perspective

V Nurcombe, L Ling, H Hondermarck, SM Cool… - …, 2019 - Wiley Online Library
Increasing knowledge of how peptides bind saccharides, and of how saccharides bind
peptides, is starting to revolutionize understanding of cell‐extracellular matrix relationships …

Antitumor activity and structure-activity relationship of heparanase inhibitors: Recent advances

K Fu, Z Bai, L Chen, W Ye, M Wang, J Hu, C Liu… - European Journal of …, 2020 - Elsevier
Heparanase (HPSE)-directed tumor progression plays a crucial role in mediating tumor-host
crosstalk and priming the tumor microenvironment, leading to tumor growth, metastasis and …