title: Elasticity and safety of alkoxyethyl cyanoacrylate tissue adhesives.
abstract: Cyanoacrylate glues are easily applied to wounds with good cosmetic results. However, they tend to be brittle and can induce local tissue toxicity. A series of cyanoacrylate monomers with a flexible ether linkage and varying side-chain lengths was synthesized and characterized for potential use as tissue adhesives. The effect of side-chain length on synthesis yield, physical and mechanical properties, formaldehyde generation, cytotoxicity in vitro and biocompatibility in vivo were examined. The incorporation of etheric oxygen allowed the production of flexible monomers with good adhesive strength. Monomers with longer side-chains were found to have less toxicity both in vitro and in vivo. Polymerized hexoxyethyl cyanoacrylate was more elastic than its commercially available and widely used alkyl analog 2-octyl cyanoacrylate, without compromising biocompatibility.
authors.affiliation: Division of Critical Care Medicine, Children's Hospital Boston, Boston, MA 02115, USA.
authors.forename: Boaz
authors.initials: B
authors.lastname: Mizrahi
authors.forename: Cristina F
authors.initials: CF
authors.lastname: Stefanescu
authors.forename: Celine
authors.initials: C
authors.lastname: Yang
authors.forename: Michael W
authors.initials: MW
authors.lastname: Lawlor
authors.forename: Dennis
authors.initials: D
authors.lastname: Ko
authors.forename: Robert
authors.initials: R
authors.lastname: Langer
authors.forename: Daniel S
authors.initials: DS
authors.lastname: Kohane
mesh_terms: D000268:Adhesiveness; D000818:Animals; D016923:Cell Death; D002470:Cell Survival; D003487:Cyanoacrylates / Q000009:adverse effects* / Q000138:chemical synthesis / Q000737:chemistry*; D004548:Elasticity; D005557:Formaldehyde / Q000032:analysis; D006367:HeLa Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D008422:Materials Testing; D058105:Polymerization; D051381:Rats; D017207:Rats, Sprague-Dawley; D014014:Tissue Adhesives / Q000009:adverse effects* / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003487:Cyanoacrylates; D014014:Tissue Adhesives; D005557:Formaldehyde