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Open AccessReview

(Semi)-Synthetic Fucosylated Chondroitin Sulfate Oligo- and Polysaccharides

1
Department of Chemical Sciences, University of Naples Federico II, Complesso Universitario Monte S. Angelo, via Cintia 4, I-80126 Napoli, Italy
2
Department of Sciences, University of Basilicata, viale dell’Ateneo Lucano 10, I-85100 Potenza, Italy
*
Author to whom correspondence should be addressed.
Mar. Drugs 2020, 18(6), 293; https://doi.org/10.3390/md18060293
Received: 12 May 2020 / Revised: 27 May 2020 / Accepted: 28 May 2020 / Published: 1 June 2020
Fucosylated chondroitin sulfate (fCS) is a glycosaminoglycan (GAG) polysaccharide with a unique structure, displaying a backbone composed of alternating N-acetyl-d-galactosamine (GalNAc) and d-glucuronic acid (GlcA) units on which l-fucose (Fuc) branches are installed. fCS shows several potential biomedical applications, with the anticoagulant activity standing as the most promising and widely investigated one. Natural fCS polysaccharides extracted from marine organisms (Echinoidea, Holothuroidea) present some advantages over a largely employed antithrombotic drug such as heparin, but some adverse effects as well as a frequently found structural heterogeneity hamper its development as a new drug. To circumvent these drawbacks, several efforts have been made in the last decade to obtain synthetic and semi-synthetic fCS oligosaccharides and low molecular weight polysaccharides. In this Review we have for the first time collected these reports together, dividing them in two topics: (i) total syntheses of fCS oligosaccharides and (ii) semi-synthetic approaches to fCS oligosaccharides and low molecular weight polysaccharides as well as glycoclusters displaying multiple copies of fCS species. View Full-Text
Keywords: carbohydrates; polysaccharides; semi-synthesis; sulfation; glycosylation; fucose; fucosylated chondroitin sulfate carbohydrates; polysaccharides; semi-synthesis; sulfation; glycosylation; fucose; fucosylated chondroitin sulfate
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MDPI and ACS Style

Vessella, G.; Traboni, S.; Laezza, A.; Iadonisi, A.; Bedini, E. (Semi)-Synthetic Fucosylated Chondroitin Sulfate Oligo- and Polysaccharides. Mar. Drugs 2020, 18, 293. https://doi.org/10.3390/md18060293

AMA Style

Vessella G, Traboni S, Laezza A, Iadonisi A, Bedini E. (Semi)-Synthetic Fucosylated Chondroitin Sulfate Oligo- and Polysaccharides. Marine Drugs. 2020; 18(6):293. https://doi.org/10.3390/md18060293

Chicago/Turabian Style

Vessella, Giulia; Traboni, Serena; Laezza, Antonio; Iadonisi, Alfonso; Bedini, Emiliano. 2020. "(Semi)-Synthetic Fucosylated Chondroitin Sulfate Oligo- and Polysaccharides" Mar. Drugs 18, no. 6: 293. https://doi.org/10.3390/md18060293

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