Abstract

Equimolar and non-equimolar heterocompounds of amino acids are examined with a common approach considering their molecular dimers, side chain structures and conformations.

Highlights

  • Many organic substances are chiral molecules, which can exist as levo and dextrorotatory optical antipodes

  • We (1) introduce a classification of discrete compounds formed in chiral systems, (2) discuss the chiral molecular packing in crystal structures of amino acids and their equimolar heteromolecular compounds, and (3) present detailed studies of mainly two levorotatory amino acid systems, L-valine–L-leucine and L-valine– L-isoleucine, as examples of binary chiral systems forming non-equimolar heteromolecular compounds

  • The consideration is complicated by the lack of a common approach for terminology and allocation of compounds with chiral molecules in the literature

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Summary

Introduction

Many organic substances are chiral molecules, which can exist as levo and dextrorotatory optical antipodes. These molecular entities being mirror images of each other and non-superposable are called enantiomers.[1] In their molecular structures, enantiomers possess a chiral element, which in most cases is a chiral center and less frequently, a chiral plane or a chiral axis. The great diversity of amino acids and relatively simple structures of their molecules made them already model compounds, for example, for the determination of hydrogen bond lengths in proteins and other biopolymers.[7,8]. We (1) introduce a classification of discrete compounds formed in chiral systems (section 2), (2) discuss the chiral molecular packing in crystal structures of amino acids and their equimolar heteromolecular compounds (sections 3 and 4), and (3) present detailed studies of mainly two levorotatory amino acid systems, L-valine–L-leucine and L-valine– L-isoleucine, as examples of binary chiral systems forming non-equimolar heteromolecular compounds (section 5)

Classification of discrete compounds in binary systems of chiral molecules
Crystal structure of amino acids
Crystal structure of equimolar heterocompounds of amino acids
Equimolar heterocompounds of amino acids with homomolecular dimers
Equimolar heterocompounds of amino acids with heteromolecular dimers
Discussion
L-Leucine 2 L-Leucine 3 L-Leucine 4 L-Leucine
Crystal structure of non-equimolar heterocompounds of amino acids
Non-equimolar heterocompounds with molecules of the same chirality
Equimolar heterocompounds with heteromolecular dimers
Summary
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