Solid-phase synthesis of polymers using the ring-opening metathesis polymerization.

Solid-phase synthesis of polymers using the ring-opening metathesis polymerization. Research Abstract Details 

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Solid-phase synthesis of polymers using the ring-opening metathesis polymerization. Abstract Text:

Jason K Pontrello,Matthew J Allen,Eric S Underbakke,Laura L Kiessling,

We report a general method for the solid-phase synthesis of polymers via the ring-opening metathesis polymerization (ROMP). The method involves polymerization in solution to form a block copolymer, immobilization of the polymer via reaction of one block with a resin-bound functional group, modification of the other block, and liberation of the polymer from the resin. We demonstrated the utility of this approach by generating a block copolymer with an N-hydroxysuccinimidyl ester-substituted block (for on-resin functionalization) and a maleimide-substituted block (for conjugation to the resin). We showed that the Diels-Alder reaction can be employed to immobilize the polymers and that amines of diverse structure can be used to modify the resin-bound polymers. The reversibility of the furan-maleimide Diels-Alder adduct was exploited to liberate the polymer from the support. Specifically, treatment of the resin with cyclopentadiene resulted in complete polymer release. The resulting polymers are functional: they were as potent in assays with the lectin concanavalin A as polymers generated by traditional solution routes. We anticipate that this method can be used for the rapid synthesis of diverse polymers via ROMP.

Solid-phase synthesis of polymers using the ring-opening metathesis polymerization. Publishing Authors By Initials

JK Pontrello,MJ Allen,ES Underbakke,LL Kiessling,

For similar macromolecular substances: polymers research abstracts see: macromolecular substances: polymers research

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Solid-phase synthesis of polymers using the ring-opening metathesis polymerization. Journal Published:

PUBLICATION TYPE: Research Support, U.S. Gov't,

Journal: Journal of the American Chemical Society

VOLUME: 127

Page Numbers: 14536-7

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 26

MONTH: Oct

YEAR: 2005

Solid-phase synthesis of polymers using the ring-opening metathesis polymerization. Information

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LANGUAGE: eng

NlmUniqueID: 7503056

Solid-phase synthesis of polymers using the ring-opening metathesis polymerization. Keywords Mesh Terms:

KEYWORDS: Polymers

MESH TERMS: chemical synthesis

Chemical & Substance for Abstract: Solid-phase synthesis of polymers using the ring-opening metathesis polymerization. Information

Substance Name: Polymers

Registry Number: 0

Grant and Affiliation Information for Solid-phase synthesis of polymers using the ring-opening metathesis polymerization.

AFFILIATION: Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: GM55984

ACRONYM: GM

MEDLINETA: J Am Chem Soc

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