Introduction of a triazole amino acid into a peptoid oligomer induces turn formation in aqueous solution.
Peptoids are a non-natural class of oligomers that are composed of repeating N-substituted glycine units and are capable of folding into helices that mimic peptide structure and function. In this letter, we report the concise synthesis of a 1,5-substituted triazole amino acid (Tzl) and its subsequent incorporation into a short peptoid. The Tzl amino acid was shown to induce turn formation in aqueous solution, thus expanding the structural repertoire available to peptoid chemists.
Pokorski
Jonathan K
JK
Laboratory of Bioorganic Chemistry, NIDDK, National Institutes of Health, DHHS, Bethesda, Maryland 20892, USA.
Jenkins
Lisa M Miller
LM
Feng
Hanqiao
H
Durell
Stewart R
SR
Bai
Yawen
Y
Appella
Daniel H
DH
D008958:Models, Molecular; D015394:Molecular Structure; D034444:Peptoids / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D017433:Protein Structure, Secondary; D012996:Solutions / Q000737:chemistry; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry*; D014867:Water / Q000737:chemistry
D034444:Peptoids; D012996:Solutions; D014230:Triazoles; D014867:Water