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Sequence-Defined Polymers via Orthogonal Allyl Acrylamide Building Blocks

Porel, Mintu, Alabi, Christopher A.·2014·Journal of the American Chemical Society

Abstract

Biological systems have long recognized the importance of macromolecular diversity and have evolved efficient processes for the rapid synthesis of sequence-defined biopolymers. However, achieving sequence control via synthetic methods has proven to be a difficult challenge. Herein we describe efforts to circumvent this difficulty via the use of orthogonal allyl acrylamide building blocks and a liquid-phase fluorous support for the de novo design and synthesis of sequence-specific polymers. We demonstrate proof-of-concept via synthesis and characterization of two sequence-isomeric 10-mer polymers. (1)H NMR and LCMS were used to confirm their chemical structure while tandem MS was used to confirm sequence identity. Further validation of this methodology was provided via the successful synthesis of a sequence-specific 16-mer polymer incorporating nine different monomers. This strategy thus shows promise as an efficient approach for the assembly of sequence-specific functional polymers.

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Metadata

Authors
Porel, M., & Alabi, C. A.
Venue
Journal of the American Chemical Society
Published
2014-09-16
Volume
136
Issue
38
Pages
13162-13165
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W2332864154
Cited by
221
References
0
FWCI
10.26
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: Sequence-Defined Polymers via Orthogonal Allyl Acrylamide Building Blocks. https://app.cochat.ai/papers/10.1021/ja507262t
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Porel, M., & Alabi, C. A. (2014). Sequence-Defined Polymers via Orthogonal Allyl Acrylamide Building Blocks. Journal of the American Chemical Society. https://doi.org/10.1021/ja507262t

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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.