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Evidence for the 310-helical structure of peptides based on antAib, a fluorophoric, anthracene-fused, 1-aminocyclopentane-1-carboxylic acid

✍ Scribed by Karen Wright; Jean-François Lohier; Michel Wakselman; Jean-Paul Mazaleyrat; Cristina Peggion; Fernando Formaggio; Claudio Toniolo


Publisher
Wiley (John Wiley & Sons)
Year
2007
Tongue
English
Weight
212 KB
Volume
88
Category
Article
ISSN
0006-3525

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✦ Synopsis


Abstract

Peptides based on 2‐amino‐2,3‐dihydro‐1H‐cyclopenta[b]anthracene‐2‐carboxylic acid (antAib), a fluorescent, achiral, α‐amino acid belonging to the class of C→C cyclized, C^α,α^‐disubstituted glycines, combined with L‐Ala, up to the hexamer level, were synthesized by solution methods and chemically characterized. A conformational analysis by FTIR absorption and NMR techniques suggests that the highest oligomers of this series tend to fold into β‐turns/3~10~‐helices. The UV absorption, CD, and fluorescence properties of these antAib/L‐Ala model peptides are also described. © 2007 Wiley Periodicals, Inc. Biopolymers (Pept Sci) 88: 797–806, 2007.

This article was originally published online as an accepted preprint. The “Published Online” date corresponds to the preprint version. You can request a copy of the preprint by emailing the Biopolymers editorial office at [email protected]