Sulfated poly-amido-saccharides (sulPASs) are anticoagulants in vitro and in vivo

Abstract

Anticoagulant therapeutics are a mainstay of modern surgery and of clotting disorder management such as venous thrombosis, yet performance and supply limitations exist for the most widely used agent -...

Synthesis of Amphiphilic Diblock Poly-amido-saccharides and Self-Assembly of Polymeric Nanostructures

“…Moreover, block polymers with cationic or anionic groups form complexes with nucleic acids and cationic proteins (e.g., lysozyme), respectively, for delivery. , This study paves the way for preparing additional unique copolymers via anionic ring opening polymerization using sequential addition of variably protected glucose and galactose monomers, and for evaluation of these materials in biomedical applications. Further, we encourage others, interested in carbohydrate-based polymers and polysaccharide mimetics, to explore the chemical, biological, and material application space, which is possible with such monomers and polymerization methods.…”

Synthesis and Characterization of Regioselectively Functionalized Mono-Sulfated and -Phosphorylated Anionic Poly-Amido-Saccharides

“…PASs are new biopolymers of potential interests for various biomedical applications with examples reported to date including protein-stabilizing glucuronic acid PASs, muco-adhesive regioselectively amine-functionalized PASs, anticoagulant non-regioselectively sulfated PASs, and antibacterial PAS-block-poly­(beta- l -lysine) co-polymers . In this study, we describe a synthetic strategy to obtain novel regioselectively functionalized poly-amido-saccharides possessing sulfate or phosphate groups.…”

Beyond nylon 6: polyamides via ring opening polymerization of designer lactam monomers for biomedical applications

“…128 Post sulfation of PASs using SO 3 ·NMe 3 affords the non-regio selectively sulphated polymers with an average of one or two sulphates per repeat unit (prepared from monomers 19 and 20 , respectively). 129 The in vitro anticoagulant effect of non-regio selectively sulphated polymers (Fig. 8E) increases with polymer concentration, chain-length, and degree of sulfation.…”

“…127 Grinstaff et al report glycosaminoglycan-mimicking sulphated polyamides, with regio-selective 128 and non-regioselective functionalization. 129 Using an orthogonally protected glucose based β-lactam monomer (Fig. 4, 24 ), followed by selective deprotection and sulphation, enables synthesis of varied PAS ( M n 2.36 to 14.1 kDa) with sulphate groups only present on the 6′-hydroxyl position of the glucose repeat unit.…”