| DOI | Resolve DOI: https://doi.org/10.1016/0022-2860(94)08235-9 |
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| Author | Search for: Shaw, A.1; Search for: Perczel, A.; Search for: Mantsch, H. H.1; Search for: Fasman, G. D. |
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| Affiliation | - National Research Council Canada. NRC Institute for Biodiagnostics
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| Format | Text, Article |
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| Subject | ϵ-Aca = ϵ-aminocaproic acid; δ-Ava = δ-aminovaleric acid; vCPA = cyclo[ϵ-aminocaproyl-l-prolyl-l-alanine]; CPTOBz = cyclo[ϵ-aminocaproyl-l-prolyl-l-threonineOBz], (CPA)2; CPTOBz = cyclo[ϵ-aminocaproyl-l-prolyl-l-threonineOBz], (CPA)2; CPA)2 = cyclo[ϵ-aminocaproyl-l-prolyl-l-alanyl-ϵ-aminocaproyl-l-prolyl-l-alanine] |
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| Abstract | Infrared spectra are reported in the amide I absorption region for some cyclic peptides of the general formula cyclo[ϵ-Aca-Pro-Xxx] (ϵ-Aca = ϵ-aminocaproyl; Xxx = Ala, ThrOBz) and the corresponding “dimers” cyclo[ϵ-Aca-Pro-Xxx-ϵ-Aca-Pro-Xxx] dissolved in D₂O and acetonitrile. The acetonitrile solution spectra are very different from those measured in D₂O. In particular, the D₂O solution spectra exhibit amide I absorptions at exceptionally low frequencies (1595–1600 cm⁻¹). The infrared spectra are interpreted as indicating an unusual D₂O solution structure involving three-centered hydrogen bonding to the Aca carbonyl group, two amide protons interacting with the C=O group to simultaneously close both a γ-turn and a β-turn. The acetonitrile solution spectra are interpreted as reflecting hydrogen-bonding characteristics of a β-turn, with certain compounds also showing absorptions that suggest the presence of other hydrogen-bonded (γ-turn) conformers. |
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| Publication date | 1994-07 |
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| In | |
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| Language | English |
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| Peer reviewed | Yes |
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| NRC number | NRC-IBD-105 |
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| NPARC number | 9742634 |
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| Export citation | Export as RIS |
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| Report a correction | Report a correction (opens in a new tab) |
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| Record identifier | 598a5285-dc45-4997-a3bc-f6da922ad65c |
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| Record created | 2009-07-17 |
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| Record modified | 2020-04-27 |
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