An unnatural biopolymer

Journal Article · Fri Sep 03 00:00:00 EDT 1993 · Science (Washington, D.C.); (United States)

DOI:https://doi.org/10.1126/science.7689747· OSTI ID:5677821

Cho, C Y; Moran, E J; Cherry, S R; Stephans, J C; Schultz, P G ^[1]; Fodor, S P.A.; Adams, C L; Sundaram, A; Jacobs, J W ^[2]

---

1. Univ. of California, Berkeley, Berkeley, CA (United States)
2. Affymax Research Institute, Palo Alto, CA (United States)

A highly efficient method has been developed for the solid-phase synthesis of an [open quotes]unnatural biopolymer[close quotes] 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 than 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.

• OSTI ID: 5677821
• Journal Information: Science (Washington, D.C.); (United States), Vol. 261:5126; ISSN 0036-8075
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
AMINES
POLYMERIZATION
CARBAMATES
CHEMICAL PREPARATION
CARBONATES
POLYMERS
NITRO COMPOUNDS
CARBON COMPOUNDS
CARBONIC ACID DERIVATIVES
CARBOXYLIC ACID SALTS
CHEMICAL REACTIONS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXYGEN COMPOUNDS
SYNTHESIS
400201* - Chemical & Physicochemical Properties