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Abstracts
Ab initio/DFT analysis of the conformational properties of free Ac-Ala-NMe2 (N-acetyl-L-alanine-N',N'-dimethylamide) in terms of the N-H···O, N-H···N, C-H···O hydrogen bonds and Cδ+ = Oδ- dipole attractions was performed. The Ala residue combined with the C-terminal tertiary amide prefers an extended conformation and that characteristic of the (i + 1)th position of the βVIb turn. These can be easily remodelled into a structure compatible with the (i + 1)th position of the βII/βVIa turn. The residue has also the potential to adopt the conformation accommodated at both central positions of the βIII/βIII' turn or the (i + 1)th position of the βI/β'I turn.
Publisher
Journal
Year
Volume
Issue
Pages
137-143
Physical description
Dates
published
2004
received
2003-10-31
revised
2004-02-12
accepted
2004-02-18
Contributors
author
- Institute of Chemistry, University of Opole, Opole, Poland
author
- Institute of Chemistry, University of Opole, Opole, Poland
author
- Institute of Chemistry, University of Opole, Opole, Poland
References
- Allen FH, Baalham CA, Lommerse JPM, Raithby PR. (1998) Acta Cryst.; B54: 320-9.
- Frisch MJ et al. (1998) Gaussian 98. Revision A.3, Gaussian, Inc., Pittsburgh.
- Gilon C, Dechentsreiter MA, Burkhart F, Friedler A, Kessler H. (2003) Synthesis of N-alkylated peptides. In Houben-Weyl Methods of Organic Chemistry. Synthesis of Peptides and Peptidomimetics. Goodman M, Felix A, Moroder L, Toniolo C, eds, vol E22c, pp 215-71. Thieme, Stuttgart, New York.
- Head-Gordon T, Head-Gordon M, Frisch MJ, Brooks III ChL, Pople JA. (1991) J Am Chem Soc.; 113: 5989-97.
- Herzberg O, Moult J. (1991) Proteins.; 11: 223-9.
- Jalkanen KJ, Suhai S. (1996) Chem Phys.; 208: 81-116.
- Kim K, Friesner RA. (1997) J Am Chem Soc.; 119: 12952-61.
- MacArthur MW, Thornton JM. (1996) J Mol Biol.; 264: 1180-95.
- Maccallum PH, Poet R, Milner-White EJ. (1995) J Mol Biol.; 248: 361-84.
- Malone JF, Murray CM, Charlton MH, Docherty R, Lavery AJ. (1997) J Chem Soc Faraday Trans.; 93: 3429-36.
- Möehle K, Hofmann H-J. (1995) Biopolymers.; 38: 781-90.
- Möehle K, Hofmann H-J. (1998) J Peptide Res.; 51: 19-28.
- Ramachandran GN, Sasisekharan V. (1968) Adv Protein Chem.; 23: 283-438.
- Rzeszotarska B, Siodłak D, Broda MA, Kozioł AE, Dybała I. (2002) J Pept Res.; 59: 79-89.
- Steiner T. (2002) Angew Chem Int Ed Engl.; 41: 49-76.
- Vargas R, Garza J, Dixon DA, Hay BP. (2000) J Am Chem Soc.; 122: 4750-5
- Vargas R, Garza J, Friesner RA, Stern H, Hay BP, Dixon DA. (2001) J Phys Chem A.; 105: 4963-8.
- Vargas R, Garza J, Hay BP, Dixon DA. (2002) J Phys Chem A.; 106: 3213-8.
- Vitoux B, Aubry A, Cung MT, Marraud M. (1986) Int J Pept Protein Res.; 27: 617-32.
- Winkler FK, Dunitz JD. (1971) J Mol Biol.; 59: 169-82.
- Zimmerman SS, Pottle MS, Némethy G, Scheraga HA. (1977) Macromolecules.; 10: 1-9.
Document Type
Publication order reference
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YADDA identifier
bwmeta1.element.bwnjournal-article-abpv51i1p137kz