Acids with chiral molecules as essential organic compounds of biogenic–abiogenic systems

Elena N. Kotelnikova, Anton I. Isakov, Lyudmila Yu. Kryuchkova, Andrey A. Zolotarev, Sergey N. Bocharov, Heike Lorenz

Research outputpeer-review

Abstract

The present review generalizes results of a comprehensive experimental study (by means of PXRD, SCXRD, TRPXRD, DSC, IR) of six chiral systems. These are enantiomeric systems of a single substance: (1) the system with a eutectic point (S- and R-E3ClMA), (2) the system forming a binary compound (l- and d-phenylglycine), and (3) the system forming equimolar and non-equimolar discrete compounds (S- and R-malic acid). Also these are diastereomeric systems and a system composed of enantiomers of different substances: (4) the diastereomeric system with continuous solid solutions (l- and l-allo-threonine), and (5) the diastereomeric system with a eutectic point (d- and l-allo-threonine), and (6) the system of enantiomers of different substances (l-valine and l-isoleucine) which contains a non-equimolar discrete compound. Crystal structures of discrete equimolar and non-equimolar homomolecular and heteromolecular compounds found in the systems under discussion are described. Also, polymorph diversity and the limits of solid solutions in such binary systems are discussed.

Original languageEnglish
Title of host publicationProcesses and Phenomena on the Boundary Between Biogenic and Abiogenic Nature
Subtitle of host publicationConference proceedings
EditorsOlga V. Frank-Kamenetskaya, Dmitry Yu. Vlasov, Elena G. Panova, Sofia N. Lessovaia
Place of PublicationCham
PublisherSpringer
Pages695-719
ISBN (Electronic)9783030216146
ISBN (Print)9783030216139
DOIs
Publication statusE-pub ahead of print - 30 Aug 2019
EventVI International Symposium "Biogenic-abiogenic interactions in natural and anthropogenic systems" devoted to the 150th anniversary of the Saint Petersburg Naturalists Society - СПбГУ, Санкт-Петербург
Duration: 24 Sep 201827 Sep 2018
Conference number: VI

Publication series

NameLecture Notes in Earth System Sciences
ISSN (Print)2193-8571
ISSN (Electronic)2193-858X

Conference

ConferenceVI International Symposium "Biogenic-abiogenic interactions in natural and anthropogenic systems" devoted to the 150th anniversary of the Saint Petersburg Naturalists Society
CountryRussian Federation
CityСанкт-Петербург
Period24/09/1827/09/18

Fingerprint

Enantiomers
solid solution
Organic compounds
Eutectics
Solid solutions
organic compound
Molecules
Acids
acid
Polymorphism
crystal structure
experimental study
Crystal structure
land

Scopus subject areas

  • Computers in Earth Sciences
  • Earth and Planetary Sciences(all)

Cite this

Kotelnikova, E. N., Isakov, A. I., Kryuchkova, L. Y., Zolotarev, A. A., Bocharov, S. N., & Lorenz, H. (2020). Acids with chiral molecules as essential organic compounds of biogenic–abiogenic systems. In O. V. Frank-Kamenetskaya, D. Y. Vlasov, E. G. Panova, & S. N. Lessovaia (Eds.), Processes and Phenomena on the Boundary Between Biogenic and Abiogenic Nature: Conference proceedings (pp. 695-719). (Lecture Notes in Earth System Sciences). Cham: Springer. https://doi.org/10.1007/978-3-030-21614-6_37
Kotelnikova, Elena N. ; Isakov, Anton I. ; Kryuchkova, Lyudmila Yu. ; Zolotarev, Andrey A. ; Bocharov, Sergey N. ; Lorenz, Heike. / Acids with chiral molecules as essential organic compounds of biogenic–abiogenic systems. Processes and Phenomena on the Boundary Between Biogenic and Abiogenic Nature: Conference proceedings. editor / Olga V. Frank-Kamenetskaya ; Dmitry Yu. Vlasov ; Elena G. Panova ; Sofia N. Lessovaia. Cham : Springer, 2020. pp. 695-719 (Lecture Notes in Earth System Sciences).
@inbook{ab8a1bce663f47b589e5fb61d3796caf,
title = "Acids with chiral molecules as essential organic compounds of biogenic–abiogenic systems",
abstract = "The present review generalizes results of a comprehensive experimental study (by means of PXRD, SCXRD, TRPXRD, DSC, IR) of six chiral systems. These are enantiomeric systems of a single substance: (1) the system with a eutectic point (S- and R-E3ClMA), (2) the system forming a binary compound (l- and d-phenylglycine), and (3) the system forming equimolar and non-equimolar discrete compounds (S- and R-malic acid). Also these are diastereomeric systems and a system composed of enantiomers of different substances: (4) the diastereomeric system with continuous solid solutions (l- and l-allo-threonine), and (5) the diastereomeric system with a eutectic point (d- and l-allo-threonine), and (6) the system of enantiomers of different substances (l-valine and l-isoleucine) which contains a non-equimolar discrete compound. Crystal structures of discrete equimolar and non-equimolar homomolecular and heteromolecular compounds found in the systems under discussion are described. Also, polymorph diversity and the limits of solid solutions in such binary systems are discussed.",
keywords = "Chiral molecules, Non-equimolar compounds, Organic acids, Phase diagrams, Racemates, Solid solutions",
author = "Kotelnikova, {Elena N.} and Isakov, {Anton I.} and Kryuchkova, {Lyudmila Yu.} and Zolotarev, {Andrey A.} and Bocharov, {Sergey N.} and Heike Lorenz",
year = "2019",
month = "8",
day = "30",
doi = "10.1007/978-3-030-21614-6_37",
language = "English",
isbn = "9783030216139",
series = "Lecture Notes in Earth System Sciences",
publisher = "Springer",
pages = "695--719",
editor = "Frank-Kamenetskaya, {Olga V. } and Vlasov, {Dmitry Yu. } and Panova, {Elena G. } and Lessovaia, {Sofia N. }",
booktitle = "Processes and Phenomena on the Boundary Between Biogenic and Abiogenic Nature",
address = "Germany",

}

Kotelnikova, EN, Isakov, AI, Kryuchkova, LY, Zolotarev, AA, Bocharov, SN & Lorenz, H 2020, Acids with chiral molecules as essential organic compounds of biogenic–abiogenic systems. in OV Frank-Kamenetskaya, DY Vlasov, EG Panova & SN Lessovaia (eds), Processes and Phenomena on the Boundary Between Biogenic and Abiogenic Nature: Conference proceedings. Lecture Notes in Earth System Sciences, Springer, Cham, pp. 695-719, Санкт-Петербург, 24/09/18. https://doi.org/10.1007/978-3-030-21614-6_37

Acids with chiral molecules as essential organic compounds of biogenic–abiogenic systems. / Kotelnikova, Elena N.; Isakov, Anton I.; Kryuchkova, Lyudmila Yu.; Zolotarev, Andrey A.; Bocharov, Sergey N.; Lorenz, Heike.

Processes and Phenomena on the Boundary Between Biogenic and Abiogenic Nature: Conference proceedings. ed. / Olga V. Frank-Kamenetskaya; Dmitry Yu. Vlasov; Elena G. Panova; Sofia N. Lessovaia. Cham : Springer, 2020. p. 695-719 (Lecture Notes in Earth System Sciences).

Research outputpeer-review

TY - CHAP

T1 - Acids with chiral molecules as essential organic compounds of biogenic–abiogenic systems

AU - Kotelnikova, Elena N.

AU - Isakov, Anton I.

AU - Kryuchkova, Lyudmila Yu.

AU - Zolotarev, Andrey A.

AU - Bocharov, Sergey N.

AU - Lorenz, Heike

PY - 2019/8/30

Y1 - 2019/8/30

N2 - The present review generalizes results of a comprehensive experimental study (by means of PXRD, SCXRD, TRPXRD, DSC, IR) of six chiral systems. These are enantiomeric systems of a single substance: (1) the system with a eutectic point (S- and R-E3ClMA), (2) the system forming a binary compound (l- and d-phenylglycine), and (3) the system forming equimolar and non-equimolar discrete compounds (S- and R-malic acid). Also these are diastereomeric systems and a system composed of enantiomers of different substances: (4) the diastereomeric system with continuous solid solutions (l- and l-allo-threonine), and (5) the diastereomeric system with a eutectic point (d- and l-allo-threonine), and (6) the system of enantiomers of different substances (l-valine and l-isoleucine) which contains a non-equimolar discrete compound. Crystal structures of discrete equimolar and non-equimolar homomolecular and heteromolecular compounds found in the systems under discussion are described. Also, polymorph diversity and the limits of solid solutions in such binary systems are discussed.

AB - The present review generalizes results of a comprehensive experimental study (by means of PXRD, SCXRD, TRPXRD, DSC, IR) of six chiral systems. These are enantiomeric systems of a single substance: (1) the system with a eutectic point (S- and R-E3ClMA), (2) the system forming a binary compound (l- and d-phenylglycine), and (3) the system forming equimolar and non-equimolar discrete compounds (S- and R-malic acid). Also these are diastereomeric systems and a system composed of enantiomers of different substances: (4) the diastereomeric system with continuous solid solutions (l- and l-allo-threonine), and (5) the diastereomeric system with a eutectic point (d- and l-allo-threonine), and (6) the system of enantiomers of different substances (l-valine and l-isoleucine) which contains a non-equimolar discrete compound. Crystal structures of discrete equimolar and non-equimolar homomolecular and heteromolecular compounds found in the systems under discussion are described. Also, polymorph diversity and the limits of solid solutions in such binary systems are discussed.

KW - Chiral molecules

KW - Non-equimolar compounds

KW - Organic acids

KW - Phase diagrams

KW - Racemates

KW - Solid solutions

UR - http://www.scopus.com/inward/record.url?scp=85072069430&partnerID=8YFLogxK

U2 - 10.1007/978-3-030-21614-6_37

DO - 10.1007/978-3-030-21614-6_37

M3 - Chapter

SN - 9783030216139

T3 - Lecture Notes in Earth System Sciences

SP - 695

EP - 719

BT - Processes and Phenomena on the Boundary Between Biogenic and Abiogenic Nature

A2 - Frank-Kamenetskaya, Olga V.

A2 - Vlasov, Dmitry Yu.

A2 - Panova, Elena G.

A2 - Lessovaia, Sofia N.

PB - Springer

CY - Cham

ER -

Kotelnikova EN, Isakov AI, Kryuchkova LY, Zolotarev AA, Bocharov SN, Lorenz H. Acids with chiral molecules as essential organic compounds of biogenic–abiogenic systems. In Frank-Kamenetskaya OV, Vlasov DY, Panova EG, Lessovaia SN, editors, Processes and Phenomena on the Boundary Between Biogenic and Abiogenic Nature: Conference proceedings. Cham: Springer. 2020. p. 695-719. (Lecture Notes in Earth System Sciences). https://doi.org/10.1007/978-3-030-21614-6_37