Brunner, Henri and Tsuno, Takashi (2019) Chirality in amino acids beyond the C-alpha configuration. CHIRALITY, 31 (9). pp. 635-640. ISSN 0899-0042, 1520-636X
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Based on a CSD search, a meta-analysis of 1179 structures of 19 natural amino acids H3NC alpha H(R)C '(O)O and their derivatives H3NC alpha H(R)C '(O)O(H/R/M), protonated, esterified, or coordinated at the carboxylic group, shows that the chirality chain with its two steps, established in the preceding paper for alanine, can be extended to natural amino acids. High diastereoselectivities are observed in the induction from the L configuration at C-alpha to the -psi and +psi conformations, which in turn distort the planar carboxylic group C alpha C '(O-cis)O-trans to asymmetric flat tetrahedra, showing that the chirality chain is an integral part of natural amino acids.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ; chirality; conformation; diastereoselectivity; natural amino acids; pyramidalization |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 07 Apr 2020 07:02 |
| Last Modified: | 07 Apr 2020 07:02 |
| URI: | https://pred.uni-regensburg.de/id/eprint/26594 |
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