title: Comparison of lipoic and asparagusic acid for surface-initiated disulfide-exchange polymerization.
abstract: Bring it on: Organic chemistry on surfaces and in solution is not the same; this study offers a perfect example that small changes (from 27 to 35°; see graphic) can result in big consequences. Strained cyclic disulfides from asparagusic, but not lipoic acid, are ideal for growing functional architectures directly on surfaces; for the substrate-initiated synthesis of cell-penetrating poly(disulfide)s in solution, exactly the contrary is true.
authors.affiliation: Department of Organic Chemistry, University of Geneva, Geneva, Switzerland.
authors.forename: Alessio
authors.initials: A
authors.lastname: Carmine
authors.forename: Yuya
authors.initials: Y
authors.lastname: Domoto
authors.forename: Naomi
authors.initials: N
authors.lastname: Sakai
authors.forename: Stefan
authors.initials: S
authors.lastname: Matile
mesh_terms: D004220:Disulfides / Q000737:chemistry*; D015394:Molecular Structure; D058105:Polymerization; D008063:Thioctic Acid / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry*
chemical_list: D004220:Disulfides; D013876:Thiophenes; C010035:1,2-dithiolane-4-carboxylic acid; D008063:Thioctic Acid
keywords: covalent bonds; disulfide exchange; poly(disulfide)s; polymerization; surface chemistry