Conformational Properties of the Amino Acid Residues L-Cysteine, L-Serine and L-Cystine.
- 1 January 1990
- journal article
- research article
- Published by Danish Chemical Society in Acta Chemica Scandinavica
- Vol. 44 (6) , 584-590
- https://doi.org/10.3891/acta.chem.scand.44-0584
Abstract
The correlation between torsion angles of the main chain and the orientation of the side chain in the solid phase has been investigated for the amino acids. L-cysteine, L-serine and L-cystine. Information has been obtained from the Cambridge Structural Database. In the crystal structures of cysteine and serine the torsion angle N-C.alpha.-C''-N (.psi.) often close to 0 or 180.degree.. When this is the case, N-C.alpha.-C.beta.-O.gamma./S.gamma. (.chi.1) is almost exclusively in the vicinity of 60.degree. (g+). When .psi. is in the interval 30-150.degree., only trans (t) or gauche- (g-) is observed. Thus, .chi.1 is strongly dependent on the conformation of the main chain for theses residues. Force-field energy calculations agree reasonably well with the experimental results. For L-cystine, g- is more frequently observed than g+ at .chi.1, .chi.2 and .chi.3 (disulfide bond) are both around +/- 85.degree.. The sign sequence for the five torsion angles along the disulfide bridge (.chi.1, .chi.2, .chi.3, .chi.2'', .chi.1'') are: cyclic peptides, --+-- or other; non-cyclic with twofold axis, +---+ or +++++; other non-cyclic, ----- or +++++.Keywords
This publication has 18 references indexed in Scilit:
- Crystal and molecular structure of the quinoxaline antibiotic analog TANDEM (des-N-tetramethyltriostin A)Journal of the American Chemical Society, 1982
- Disulphide bridges in globular proteinsJournal of Molecular Biology, 1981
- Studies on crystalline complexes involving amino acids. V. The structure of L-serine-L-ascorbic acidActa Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1980
- Conformation of the cyclic pentapeptide Gly-L-Pro-L-Ser-D-Ala-L-Pro in the crystalline state and an example of rotational "isomerism" between analogsJournal of the American Chemical Society, 1979
- L-SerylglycineActa Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1978
- The crystal structure of L-alanyl-L-serineActa Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1978
- The crystal structure and conformation of the cyclic dipeptide cyclo(-L-seryl-L-histidyl-) monohydrateActa Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1978
- Conformation moléculaire à l'état solide de la N-pivalyl-L-sérylméthylamideActa Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1976
- A refinement of the crystal structure of N,N'-diglycyl-L-cystine dihydrateActa Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 1976
- Computation of the sterically allowed conformations of peptidesBiopolymers, 1966