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Chemistry. 2013 Aug 26;19(35):11558-63. doi: 10.1002/chem.201301567. Epub 2013 Jul 25.

Comparison of lipoic and asparagusic acid for surface-initiated disulfide-exchange polymerization.

Author information

1
Department of Organic Chemistry, University of Geneva, Geneva, Switzerland.

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.

KEYWORDS:

covalent bonds; disulfide exchange; poly(disulfide)s; polymerization; surface chemistry

PMID:
23893874
DOI:
10.1002/chem.201301567
[Indexed for MEDLINE]
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