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. 2012 Jun 19;1(6):714-717.
doi: 10.1021/mz300172y. Epub 2012 May 23.

Functionally Diverse Nylon-3 Copolymers from Readily Accessible β-Lactams

Jihua Zhang  1 , Matthew J Markiewicz, Bernard Weisblum, Shannon S Stahl, Samuel H Gellman
Affiliations

Functionally Diverse Nylon-3 Copolymers from Readily Accessible β-Lactams

Jihua Zhang et al. ACS Macro Lett. .

Abstract

A new family of β-lactams is described that enables anionic ring-opening polymerization (AROP) to prepare nylon-3 materials bearing diverse appended functionality, including carboxylic acid, thiol, hydroxyl and secondary amine groups. Nylon-3 copolymers generated with the new β-lactams are shown to display distinctive self-assembly behavior and biological properties.

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Figures

Figure 1
Figure 1
Fluorescent microscopic (non-confocal) images of assemblies formed by polymer P8-b-6 at pH 12 (1 mg/mL) after staining with NR and CF followed by drying on a glass surface (see text for details). (a) Assemblies viewed in the red channel (NR). (b) Assemblies viewed in the green channel (CF). (c) Overlay of images from a and b. (d) Overlay at higher magnification.
Chart 1
Chart 1
Structures of β-lactams 1 – 12.
Chart 2
Chart 2
Structures of P8-r-6 and P8-b-6.
Chart 3
Chart 3
Structures of β-lactam 13 and polymer P9-r-13
Chart 4
Chart 4
Structures of β-lactams 14 and 15.
See this image and copyright information in PMC

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