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Issue 5, 2020
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Heteromolecular compounds in binary systems of amino acids with opposite and same chiralities

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Abstract

A classification of discrete compounds in binary chiral systems of single and different substances (homo- and heteromolecular compounds) is presented. It considers both chemical and crystallographic characteristics of such compounds. Using amino acids as chiral model systems, features of crystal structures of equimolar and non-equimolar heteromolecular compounds are reviewed. In this connection, the concept of homo- and heteromolecular dimers in compounds formed by amino acids is introduced and analyzed. As a result, a correlation between the molecular dimer type and the side chain structure (linear or branched) and the conformation (extended or folded) of the relevant compounds' molecules is derived. Two non-equimolar discrete heterocompounds discovered in the chiral systems L-valine–L-isoleucine and L-valine–L-leucine are discussed using the concepts proposed. The previously studied first system features a 2 : 1 (Val : Ile) compound. A newly investigated second system is found to form a 3 : 1 (Val : Leu) compound, and its crystal structure is described and evaluated.

Graphical abstract: Heteromolecular compounds in binary systems of amino acids with opposite and same chiralities

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Supplementary files

Article information


Submitted
23 Aug 2019
Accepted
06 Dec 2019
First published
14 Jan 2020

This article is Open Access

CrystEngComm, 2020,22, 986-997
Article type
Paper

Heteromolecular compounds in binary systems of amino acids with opposite and same chiralities

A. I. Isakov, H. Lorenz, A. A. Zolotarev and E. N. Kotelnikova, CrystEngComm, 2020, 22, 986
DOI: 10.1039/C9CE01333D

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