Living Polymerization of N -Substituted β-Alanine N -Carboxyanhydrides: Kinetic Investigations and Preparation of an Amphiphilic Block Copoly-β-Peptoid

Handle URI:
http://hdl.handle.net/10754/598726
Title:
Living Polymerization of N -Substituted β-Alanine N -Carboxyanhydrides: Kinetic Investigations and Preparation of an Amphiphilic Block Copoly-β-Peptoid
Authors:
Grossmann, Arlett; Luxenhofer, Robert
Abstract:
Poly(α-peptoid)s (N-substituted polyglycines) are interesting peptidomimetic biomaterials that have been discussed for many applications. Poly(β-peptoid)s (N-substituted poly-β-alanines), although equally intriguing, have received much less attention. Here we present results that suggest that while N-substituted β-alanine N-carboxyanhydrides can undergo a living nucleophilic ring-opening polymerization, the solubility of poly(β-peptoid)s can be very poor, which contributes to the limited accessibility using other synthetic approaches. The living character of the polymerization was utilized for the preparation of the first polymerized amphiphilic block copoly-β-peptoid. Our results may open a new route towards highly defined functional poly(β-peptoid)s which could represent biomaterials. © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Citation:
Grossmann A, Luxenhofer R (2012) Living Polymerization of N -Substituted β-Alanine N -Carboxyanhydrides: Kinetic Investigations and Preparation of an Amphiphilic Block Copoly-β-Peptoid . Macromolecular Rapid Communications 33: 1714–1719. Available: http://dx.doi.org/10.1002/marc.201200263.
Publisher:
Wiley-Blackwell
Journal:
Macromolecular Rapid Communications
KAUST Grant Number:
KUK-F1-029-32
Issue Date:
3-Jul-2012
DOI:
10.1002/marc.201200263
PubMed ID:
22760946
Type:
Article
ISSN:
1022-1336
Sponsors:
This publication is based on work supported by Award No. KUK-F1-029-32, made by King Abdullah University of Science and Technology (KAUST). We would like to thank Prof. Dr. Rainer Jordan for providing facilities and support. R. L. would like to acknowledge financial support by the Fonds der Chemischen Industrie.
Appears in Collections:
Publications Acknowledging KAUST Support

Full metadata record

DC FieldValue Language
dc.contributor.authorGrossmann, Arletten
dc.contributor.authorLuxenhofer, Roberten
dc.date.accessioned2016-02-25T13:35:10Zen
dc.date.available2016-02-25T13:35:10Zen
dc.date.issued2012-07-03en
dc.identifier.citationGrossmann A, Luxenhofer R (2012) Living Polymerization of N -Substituted β-Alanine N -Carboxyanhydrides: Kinetic Investigations and Preparation of an Amphiphilic Block Copoly-β-Peptoid . Macromolecular Rapid Communications 33: 1714–1719. Available: http://dx.doi.org/10.1002/marc.201200263.en
dc.identifier.issn1022-1336en
dc.identifier.pmid22760946en
dc.identifier.doi10.1002/marc.201200263en
dc.identifier.urihttp://hdl.handle.net/10754/598726en
dc.description.abstractPoly(α-peptoid)s (N-substituted polyglycines) are interesting peptidomimetic biomaterials that have been discussed for many applications. Poly(β-peptoid)s (N-substituted poly-β-alanines), although equally intriguing, have received much less attention. Here we present results that suggest that while N-substituted β-alanine N-carboxyanhydrides can undergo a living nucleophilic ring-opening polymerization, the solubility of poly(β-peptoid)s can be very poor, which contributes to the limited accessibility using other synthetic approaches. The living character of the polymerization was utilized for the preparation of the first polymerized amphiphilic block copoly-β-peptoid. Our results may open a new route towards highly defined functional poly(β-peptoid)s which could represent biomaterials. © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.en
dc.description.sponsorshipThis publication is based on work supported by Award No. KUK-F1-029-32, made by King Abdullah University of Science and Technology (KAUST). We would like to thank Prof. Dr. Rainer Jordan for providing facilities and support. R. L. would like to acknowledge financial support by the Fonds der Chemischen Industrie.en
dc.publisherWiley-Blackwellen
dc.subjectbiomaterialsen
dc.subjectliving polymerizationen
dc.subjectNCAen
dc.subjectpeptidomimeticsen
dc.subjectpeptoiden
dc.subjectpoly(β-peptoid)en
dc.titleLiving Polymerization of N -Substituted β-Alanine N -Carboxyanhydrides: Kinetic Investigations and Preparation of an Amphiphilic Block Copoly-β-Peptoiden
dc.typeArticleen
dc.identifier.journalMacromolecular Rapid Communicationsen
dc.contributor.institutionTechnische Universitat Dresden, Dresden, Germanyen
kaust.grant.numberKUK-F1-029-32en
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