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The Chirality Chain in Valine: How the Configuration at the C_α Position through the O _cis C'C_αN Torsional System Leads to Distortion of the Planar Group C_αC'(O _cis )O _trans to a Flat Tetrahedron.

ABSTRACT: Solid-state structures, based on a Cambridge Structural Database (CSD) search, show that there is a C_αN/C'O _cis attraction in the torsional system O _cis C'C_αN of valine, causing a chirality chain. The C_α configuration controls the chirality of the rotation around the C'-C_α bond, which in turn induces a distortion of the planar unit C_αC'(O)O to a flat asymmetric tetrahedron. Conformational "reactions" take place in an energy profile with respect to clockwise and counterclockwise rotation around the C'-C_α bond as well as stretching and flattening of the tetrahedron. The molecular property C_αN/C'O _cis attraction of valine is maintained in its di- and tripeptides.

SUBMITTER: Brunner H

PROVIDER: S-EPMC6120350 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature

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Dataset Information

The Chirality Chain in Valine: How the Configuration at the C_α Position through the O _cis C'C_αN Torsional System Leads to Distortion of the Planar Group C_αC'(O _cis )O _trans to a Flat Tetrahedron.

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Dataset Information

The Chirality Chain in Valine: How the Configuration at the Cα Position through the O cis C'CαN Torsional System Leads to Distortion of the Planar Group CαC'(O cis )O trans to a Flat Tetrahedron.

OmicsDI is part of the ELIXIR infrastructure

Tweets

The Chirality Chain in Valine: How the Configuration at the C_α Position through the O _cis C'C_αN Torsional System Leads to Distortion of the Planar Group C_αC'(O _cis )O _trans to a Flat Tetrahedron.