ORGN 432 |
Post-polymerization deprotection to reveal pendent maleimide groups on poly(p-phenyleneethynylene)
| Ghislaine C. Bailey and Timothy M. Swager. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Building 18, Room 154, Cambridge, MA 02139 |
Conjugated Poly(p-phenyleneethynylene) (PPE) are highly fluorescent, conductive in their excited state, can participate in FRET, and can be easily quenched. These attractive properties have resulted in their incorporation in many sensing schemes. Biomolecules are also used in several assays due to their inherent selectivity. A novel new polymer with pendent maleimide groups has been synthesized which can be used to bind biomolecules with a free thiol (either native or synthetically introduced). The maleimide group was protected with furan as the Diels-Alder adduct because of its ability to participate in a Heck reaction under the polymerization conditions used. Once the polymer is made, the maleimide can be easily "unmasked" by gentle heating to reveal the functional group. Heating in the presence of a thiol will result in its conjugation to the polymer while in the absence of a thiol the maleimide group is revealed, which has many attractive properties. |
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Physical Organic, Materials, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Tuesday, September 9, 2003 Hilton New York -- Americas Hall 1, Poster
Division of Organic Chemistry
The 226th ACS National Meeting, New York, NY, September 7-11, 2003
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