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Science 3 September 1993:
Vol. 261. no. 5126, pp. 1303 - 1305
DOI: 10.1126/science.7689747
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Articles

Science, Vol 261, Issue 5126, 1303-1305
Copyright © 1993 by American Association for the Advancement of Science

articles

An unnatural biopolymer

CY Cho, EJ Moran, Cherry SR, JC Stephans, SP Fodor, CL Adams, A Sundaram, JW Jacobs, and PG Schultz

Department of Chemistry, University of California, Berkeley 94720.

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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New Synthetic Non-peptide Ligands for Classical Major Histocompatibility Complex Class I Molecules.
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Miniaturization of analytical systems.
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Combinatorial Electrochemistry: A Highly Parallel, Optical Screening Method for Discovery of Better Electrocatalysts.
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Sequence-specific polypeptoids: A diverse family of heteropolymers with stable secondary structure.
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Synthesis and biological activity of DNA damaging agents that form decoy binding sites for the estrogen receptor.
S. M. Rink, K. J. Yarema, M. S. Solomon, L. A. Paige, B. M. Tadayoni-Rebek, J. M. Essigmann, and R. G. Croy (1996)
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Science. ISSN 0036-8075 (print), 1095-9203 (online)