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Issue 9, 2019

One-step synthesis and regioselective polymerization of Nα,Nδ-bisphenoxycarbonyl-l-ornithine

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Abstract

N α,Nδ-Bisphenoxycarbonyl-L-ornithine is synthesized by a one-step protection of L-ornithine, and it acts as a monomer for regioselective and controlled polymerization to yield poly(Nδ-phenoxycarbonyl-L-ornithine). Three deprotection pathways quantitatively removing the Nδ-phenoxycarbonyl group, i.e., aminolysis, deprotection and guanidination, produce poly-L-citrulline, poly-L-ornithine and poly-L-arginine, respectively.

Graphical abstract: One-step synthesis and regioselective polymerization of Nα,Nδ-bisphenoxycarbonyl-l-ornithine

Supplementary files

Article information


Submitted
03 Oct 2018
Accepted
22 Jan 2019
First published
23 Jan 2019

Polym. Chem., 2019,10, 1062-1066
Article type
Communication

One-step synthesis and regioselective polymerization of Nα,Nδ-bisphenoxycarbonyl-L-ornithine

Z. Li, Z. Yang, T. Bai and J. Ling, Polym. Chem., 2019, 10, 1062 DOI: 10.1039/C8PY01425F

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