Chirality in amino acids beyond the Cα configuration
2019
: Based on a CSD search, a meta-analysis of 1179 structures of 19 natural amino acids H3 NCα H(R)C'(O)O and their derivatives H3 NCα 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 Cα to the -ψ and +ψ conformations, which in turn distort the planar carboxylic group Cα C'(Ocis )Otrans to asymmetric flat tetrahedra, showing that the chirality chain is an integral part of natural amino acids.
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