Novel peptoid building blocks: synthesis of functionalized aromatic helix-inducing submonomers.
Peptoids, oligo-N-substituted glycines, can fold into well-defined helical secondary structures. The design and synthesis of new peptoid building blocks that are capable of both (a) inducing a helical secondary structure and (b) decorating the helices with chemical functionalities are reported. Peptoid heptamers containing carboxamide, carboxylic acid or thiol functionalities were synthesized, and the resulting peptoids were shown to form stable helices. A thiol-containing peptoid readily formed the homodisulfide, providing a convenient route to prepare peptoid helix homodimers.
Seo
Jiwon
J
Department of Bioengineering, Stanford University, W300 James H. Clark Center, 318 Campus Drive, Stanford, California 94305-5440, USA.
Barron
Annelise E
AE
Zuckermann
Ronald N
RN
D002384:Catalysis; D008958:Models, Molecular; D015394:Molecular Structure; D034444:Peptoids / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D034444:Peptoids; D013438:Sulfhydryl Compounds