VCD studies on cyclic peptides assembled from L-alpha-amino acids and a trans-2-aminocyclopentane- or trans-2-aminocyclohexane carboxylic acid

Vass E, Strijowski U, Wollschlaeger K, Mandity IM, Szilvagyi G, Jewginski M, Gaus K, Royo S, Majer Z, Sewald N, Hollosi M (2010)
JOURNAL OF PEPTIDE SCIENCE 16(11): 613-620.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Abstract / Bemerkung
The increasing interest in peptidomimetics of biological relevance prompted us to synthesize a series of cyclic peptides comprising trans-2-aminocyclohexane carboxylic acid (Achc) or trans-2-aminocyclopentane carboxylic acid (Acpc). NMR experiments in combination with MD calculations were performed to investigate the three-dimensional structure of the cyclic peptides. These data were compared to the conformational information obtained by electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) spectroscopy. Experimental VCD spectra were compared to theoretical VCD spectra computed quantum chemically at B3LYP/6-31G(d) density functional theory (DFT) level. The good agreement between the structural features derived from the VCD spectra and the NMR-based structures underlines the applicability of VCD in studying the conformation of small cyclic peptides. Copyright 2010 European Peptide Society and John Wiley & Sons, Ltd.
Stichworte
cyclic peptides; electronic circular dichroism; NMR; vibrational circular dichroism; carboxylic acid; trans-2-aminocyclohexane carboxylic acid; trans-2-aminocyclopentane
Erscheinungsjahr
2010
Zeitschriftentitel
JOURNAL OF PEPTIDE SCIENCE
Band
16
Ausgabe
11
Seite(n)
613-620
ISSN
1075-2617
Page URI
https://pub.uni-bielefeld.de/record/1929269

Zitieren

Vass E, Strijowski U, Wollschlaeger K, et al. VCD studies on cyclic peptides assembled from L-alpha-amino acids and a trans-2-aminocyclopentane- or trans-2-aminocyclohexane carboxylic acid. JOURNAL OF PEPTIDE SCIENCE. 2010;16(11):613-620.
Vass, E., Strijowski, U., Wollschlaeger, K., Mandity, I. M., Szilvagyi, G., Jewginski, M., Gaus, K., et al. (2010). VCD studies on cyclic peptides assembled from L-alpha-amino acids and a trans-2-aminocyclopentane- or trans-2-aminocyclohexane carboxylic acid. JOURNAL OF PEPTIDE SCIENCE, 16(11), 613-620. doi:10.1002/psc.1272
Vass, E., Strijowski, U., Wollschlaeger, K., Mandity, I. M., Szilvagyi, G., Jewginski, M., Gaus, K., Royo, S., Majer, Z., Sewald, N., et al. (2010). VCD studies on cyclic peptides assembled from L-alpha-amino acids and a trans-2-aminocyclopentane- or trans-2-aminocyclohexane carboxylic acid. JOURNAL OF PEPTIDE SCIENCE 16, 613-620.
Vass, E., et al., 2010. VCD studies on cyclic peptides assembled from L-alpha-amino acids and a trans-2-aminocyclopentane- or trans-2-aminocyclohexane carboxylic acid. JOURNAL OF PEPTIDE SCIENCE, 16(11), p 613-620.
E. Vass, et al., “VCD studies on cyclic peptides assembled from L-alpha-amino acids and a trans-2-aminocyclopentane- or trans-2-aminocyclohexane carboxylic acid”, JOURNAL OF PEPTIDE SCIENCE, vol. 16, 2010, pp. 613-620.
Vass, E., Strijowski, U., Wollschlaeger, K., Mandity, I.M., Szilvagyi, G., Jewginski, M., Gaus, K., Royo, S., Majer, Z., Sewald, N., Hollosi, M.: VCD studies on cyclic peptides assembled from L-alpha-amino acids and a trans-2-aminocyclopentane- or trans-2-aminocyclohexane carboxylic acid. JOURNAL OF PEPTIDE SCIENCE. 16, 613-620 (2010).
Vass, E., Strijowski, U., Wollschlaeger, K., Mandity, I. M., Szilvagyi, G., Jewginski, M., Gaus, K., Royo, S., Majer, Z., Sewald, Norbert, and Hollosi, M. “VCD studies on cyclic peptides assembled from L-alpha-amino acids and a trans-2-aminocyclopentane- or trans-2-aminocyclohexane carboxylic acid”. JOURNAL OF PEPTIDE SCIENCE 16.11 (2010): 613-620.

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