Dendritic Saccharide Surfactant Polymers as Antifouling Interface Materials to Reduce Platelet Adhesion

Here, we report on the synthesis of dendritic saccharide surfactant polymers as antifouling interface materials to reduce platelet adhesion. An acetal-protected poly(amidoamine) (PAMAM) dendron (5, G = 2) was first synthesized by using aminoacetaldehyde dimethyl acetal (1) as the starting material t...

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Bibliographic Details
Published in:Biomacromolecules 2006-04, Vol.7 (4), p.1036-1041
Main Authors: Zhu, Junmin, Marchant, Roger E
Format: Article
Language:English
Subjects:
Adsorption
Applied sciences
Chemical modifications
Chemical reactions and properties
Dendrimers - chemical synthesis
Dendrimers - chemistry
Dendrimers - pharmacology
Exact sciences and technology
Humans
Molecular Structure
Oligosaccharides - chemical synthesis
Oligosaccharides - chemistry
Oligosaccharides - pharmacology
Organic polymers
Physicochemistry of polymers
Platelet Adhesiveness - drug effects
Polymers - chemical synthesis
Polymers - chemistry
Polymers - pharmacology
Reference Values
Surface Properties
Surface-Active Agents - chemical synthesis
Surface-Active Agents - chemistry
Surface-Active Agents - pharmacology
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Summary:Here, we report on the synthesis of dendritic saccharide surfactant polymers as antifouling interface materials to reduce platelet adhesion. An acetal-protected poly(amidoamine) (PAMAM) dendron (5, G = 2) was first synthesized by using aminoacetaldehyde dimethyl acetal (1) as the starting material to provide a monovalent focal structure with dimethyl acetal-protected aldehyde functionality. Maltose dendron (M4, 6) was obtained by reacting the peripheral amine groups of acetal-dendron (5) with maltonolactone. The dendritic surfactant polymers (9) were then synthesized via a two-step method by sequential addition of maltose dendron and hexanal to react with the amine groups on the poly(vinylamine) (PVAm) backbone. Surface activity of the amphiphilic glycopolymers at the air/water interface was demonstrated by reduction in water surface tension. Adsorption of the amphiphilic glycopolymers at the solid/water interface was examined on octadecyltrichlorosilane (OTS)-coated coverslips by water contact angle measurements. A nanoscale understanding of surface-induced self-assembly of the dendritic surfactant polymer on highly oriented pyrolytic graphite (HOPG) was gained using AFM operated in fluid tapping mode. A lateral ordering of adsorbing surfactant polymer was visualized with a pattern in strands 60° out of alignment. The static platelet adhesion tests show that the hexyl side chains can facilitate adsorption of the surfactant polymers onto hydrophobic substrates, while the maltose dendron side chains can provide a dense canopy of protective glycocalyx-like layer as an antifouling interface to reduce platelet adhesion.
ISSN:1525-7797
1526-4602
DOI:10.1021/bm050611p