Glycosaminoglycan mimetic biomaterials. 4. Synthesis of sulfated lactose-based glycopolymers that exhibit anticoagulant activity.

Biomacromolecules

Laboratory for Biomolecular Materials Research, Departments of Surgery and Bioengineering, Emory University School of Medicine, 1639 Pierce Drive, Atlanta, GA 30322, USA.

Published: July 2003

Cyanoxyl persistent radicals can be used as chain-growth moderators of the statistical copolymerization of a variety of monomers. We report herein the preparation of fully sulfated lactose-based glycopolymers by cyanoxyl (.OC[triple bond]N)-mediated free-radical polymerization of acrylamide derivatized glycomonomers in good yield (60-80%) and low polydispersity (1.1 < M(w)/M(n) < 1.6). Prolongation of the activated partial thromboplastin time (aPTT) was observed, and structure-activity relationships were defined. Specifically, the anticoagulant effect varied in response to both polymer molecular weight and the density of pendant sulfated lactose units. Nonetheless, measured thrombin times were only modestly prolonged suggesting that the observed anticoagulant effect is not primarily related to direct thrombin inhibition.

Download full-text PDF

Source
http://dx.doi.org/10.1021/bm025561sDOI Listing

Publication Analysis

Top Keywords

sulfated lactose-based
8
lactose-based glycopolymers
8
glycosaminoglycan mimetic
4
mimetic biomaterials
4
biomaterials synthesis
4
synthesis sulfated
4
glycopolymers exhibit
4
exhibit anticoagulant
4
anticoagulant activity
4
activity cyanoxyl
4

Similar Publications

Milk is often used as a dispersion medium for medicines administration in young children but its taste-masking ability is unknown. A human taste panel was conducted to assess the potential of infant formula milk (Aptamil 1) to mask the taste of two model WHO priority medicines, zinc sulfate and paracetamol, manufactured as dispersible tablets. Simultaneously, the palatability of powder blends of the tablet platforms was assessed.

View Article and Find Full Text PDF

The use of physiologically based pharmacokinetic (PBPK) models to support drug product development has become increasingly popular. The in vitro characterization of the materials of the formulation provides valuable descriptors for the in silico prediction of the drug's pharmacokinetic profile. Thus, the application of an in vitroin silico framework can be decisive towards the prediction of the in vivo performance of a new medicine.

View Article and Find Full Text PDF

Synthesis and anticoagulant activity of polyureas containing sulfated carbohydrates.

Biomacromolecules

December 2014

Department of Chemistry and ‡Materials Science and Engineering Program, The University of Cincinnati, Cincinnati, Ohio 45221, United States.

Polyurea-based synthetic glycopolymers containing sulfated glucose, mannose, glucosamine, or lactose as pendant groups have been synthesized by step-growth polymerization of hexamethylene diisocyanate and corresponding secondary diamines. The obtained polymers were characterized by gel permeation chromatography, nuclear magnetic resonance spectroscopy, and Fourier transform infrared spectroscopy. The nonsulfated polymers showed similar results to the commercially available biomaterial polyurethane TECOFLEX in a platelet adhesion assay.

View Article and Find Full Text PDF

Evaluation of granulated lactose as a carrier for DPI formulations 1: effect of granule size.

AAPS PharmSciTech

December 2014

College of Pharmacy, Division of Pharmaceutics, The University of Texas at Austin, 1 University Station, A1900, Austin, Texas, 78712-1200, USA.

The objective of this study was to investigate the effect of large granulated lactose carrier particle systems on aerosol performance of dry powder inhaler formulations. Granulated lactose carriers with average sizes ranging from 200 to 1,000 μm were prepared and subsequently fractionated into separate narrow size powders. The fractionated granulated lactose (GL) samples were characterized in terms of size, specific surface area, surface roughness, morphology, density, flowability, and solid-state.

View Article and Find Full Text PDF

Synthesis and non-covalent functionalization of carbon nanotubes rings: new nanomaterials with lectin affinity.

Nanotechnology

March 2013

Instituto de Investigaciones Químicas, CSIC-Universidad de Sevilla, c/Américo Vespucio, Sevilla, Spain.

We present a mild and practical carbon nanotubes rings (CNRs) synthesis from non-covalent functionalized and water-soluble linear single-wall carbon nanotubes. The hemi-micellar-supramolecular self-organization of lactose-based glycolipid 1 on the ring surface, followed by photo-polymerization of the diacetylenic function triggered by UV light afforded the first water-soluble and biocompatible CNRs. The obtained donut-like nanoconstructs expose a high density of lactose moieties on their surface, and are able to engage specific interactions with Arachis hypogea lectin similar to glycoconjugates on the cell membrane.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!