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An Unnatural Biopolymer
Abstract
A highly efficient method has been developed for the solid-phase synthesis of an "unnatural biopolymer" consisting of chiral aminocarbonate monomers linked via a carbamate backbone. Oligocarbamates were synthesized from N -protected p -nitrophenyl carbonate monomers, substituted with a variety of side chains, with greater than 99 percent overall coupling efficiencies per step. A spatially defined library of oligocarbamates was generated by using photochemical methods and screened for binding affinity to a monoclonal antibody. A number of high-affinity ligands were then synthesized and analyzed in solution with respect to their inhibition concentration values, water/octanol partitioning coefficients, and proteolytic stability. These and other unnatural polymers may provide new frameworks for drug development and for testing theories of protein and peptide folding and structure.
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Citations
Cited by
Self‐Assembly in Natural and Unnatural Systems
Philp, D., & Stoddart, J. F. (1996) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199611541 · Cited by 2,115
Combinatorial synthesis — the design of compound libraries and their application to drug discovery
Terrett, N. K., Gardner, M., Gordon, D. W., Kobylecki, R. J., & Steele, J. (1995) · Tetrahedron · doi:10.1016/0040-4020(95)00467-m · Cited by 659
Selbstorganisation in natürlichen und in nichtnatürlichen Systemen
Philp, D., & Stoddart, J. F. (1996) · Angewandte Chemie · doi:10.1002/ange.19961081105 · Cited by 466
The combinatorial synthesis and chemical and biological evaluation of a 1,4-benzodiazepine library.
Bunin, B. A., Plunkett, M. J., & Ellman, J. A. (1994) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.91.11.4708 · Cited by 260
Efficient molecular encoding in multifunctional self-immolative urethanes
Dahlhauser, S. D., Moor, S. R., Vera, M. S., York, J. T., Ngo, P., Boley, A. J., Coronado, J. N., Simpson, Z. B., & Anslyn, E. V. (2021) · Cell Reports Physical Science · doi:10.1016/j.xcrp.2021.100393 · Cited by 38
Metadata
- Authors
- Cho, C. Y., Moran, E. J., Cherry, S. R., Stephans, J. C., Fodor, S. P. A., Adams, C. L., Sundaram, A., Jacobs, J. W., & Schultz, P. G.
- Venue
- Science
- Published
- 1993-09-03
- Volume
- 261
- Issue
- 5126
- Pages
- 1303-1305
- ISSN
- 0036-8075 (ISSN-L)
- 1095-9203
- OpenAlex
- W2078362295
- Cited by
- 363
- References
- 0
- FWCI
- 8.12
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: An Unnatural Biopolymer. https://app.cochat.ai/papers/10.1126/science.7689747
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- Cho, C. Y., Moran, E. J., Cherry, S. R., Stephans, J. C., Fodor, S. P. A., Adams, C. L., Sundaram, A., Jacobs, J. W., & Schultz, P. G. (1993). An Unnatural Biopolymer. Science. https://doi.org/10.1126/science.7689747
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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
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.
