Potential Foldamers Based on an ortho-Terphenyl Amino Acid | Zendy

Adam F. Kleman | Zendy; Deseree L. Dufek | Zendy; Theodore L. Fobe | Zendy; Darrell R. McCaslin | Zendy; Brian P. Cary | Zendy; Michael R. Shirts | Zendy; Samuel H. Gellman | Zendy

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Potential Foldamers Based on an ortho-Terphenyl Amino Acid

Author(s) -

Adam F. Kleman,

Deseree L. Dufek,

Theodore L. Fobe,

Darrell R. McCaslin,

Brian P. Cary,

Michael R. Shirts,

Samuel H. Gellman

Publication year - 2021

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.1c01592

Subject(s) - terphenyl , chemistry , hydrogen bond , chloroform , residue (chemistry) , circular dichroism , amino acid residue , stereochemistry , combinatorial chemistry , molecule , organic chemistry , peptide sequence , biochemistry , gene

We describe the synthesis and characterization of a new class of oligomers built from a terphenyl-based amino acid. These oligomeric amides are of interest because the adoption of specific conformations could potentially be driven by the coordinated formation of inter-residue hydrogen bonds and aromatic interactions. Although high-resolution structural data have proven inaccessible, circular dichroism and nuclear magnetic resonance studies suggest that the new oligomers fold concomitantly with discrete self-association in chloroform.

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