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

doi:10.1007/978-3-030-21614-6_37

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 output › › peer-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 language	English
Title of host publication	Lecture Notes in Earth System Sciences
Subtitle of host publication	Conference proceedings
Editors	Olga V. Frank-Kamenetskaya, Dmitry Yu. Vlasov, Elena G. Panova, Sofia N. Lessovaia
Place of Publication	Cham
Publisher	Springer Nature
Pages	695-719
Number of pages	25
ISBN (Electronic)	9783030216146
ISBN (Print)	9783030216139
DOIs	https://doi.org/10.1007/978-3-030-21614-6_37
Publication status	Published - 2020
Event	VI 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 2018 → 27 Sep 2018 Conference number: VI

Publication series

Name	Lecture Notes in Earth System Sciences

Conference

Conference	VI International Symposium "Biogenic-abiogenic interactions in natural and anthropogenic systems" devoted to the 150th anniversary of the Saint Petersburg Naturalists Society
Country	Russian Federation
City	Санкт-Петербург
Period	24/09/18 → 27/09/18

Scopus subject areas

Computers in Earth Sciences
Earth and Planetary Sciences(all)

Access to Document

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

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

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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.), Lecture Notes in Earth System Sciences: Conference proceedings (pp. 695-719). (Lecture Notes in Earth System Sciences). Springer Nature. 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. Lecture Notes in Earth System Sciences: Conference proceedings. editor / Olga V. Frank-Kamenetskaya ; Dmitry Yu. Vlasov ; Elena G. Panova ; Sofia N. Lessovaia. Cham : Springer Nature, 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",

note = "Funding Information: The investigations were performed using equipment of the Resource Centre for X-ray Diffraction Studies of Saint Petersburg State University and equipment of the MPI Magdeburg PCF lab. The authors thank Dr. N. Taratin, Dr. D. Binev, Dr. S. Muenzberg, Dr. M. G. Krzhizhanovskaya, Prof. A. Seidel-Morgenstern and Prof. G. Coquerel for their contributions over the years. The authors appreciate the financial support provided by the Russian Foundation for Basic Research (Projects: 18-35-00183 mol_a and 16-29-11-727 ofi_m).; null ; Conference date: 24-09-2018 Through 27-09-2018",

year = "2020",

doi = "10.1007/978-3-030-21614-6_37",

language = "English",

isbn = "9783030216139",

series = "Lecture Notes in Earth System Sciences",

publisher = "Springer Nature",

pages = "695--719",

editor = "Frank-Kamenetskaya, {Olga V. } and Vlasov, {Dmitry Yu. } and Panova, {Elena G. } and Lessovaia, {Sofia N. }",

booktitle = "Lecture Notes in Earth System Sciences",

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), Lecture Notes in Earth System Sciences: Conference proceedings. Lecture Notes in Earth System Sciences, Springer Nature, Cham, pp. 695-719, VI International Symposium "Biogenic-abiogenic interactions in natural and anthropogenic systems" devoted to the 150th anniversary of the Saint Petersburg Naturalists Society, 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.

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

Research output › › peer-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

N1 - Conference code: VI

PY - 2020

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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

AN - SCOPUS:85072069430

SN - 9783030216139

T3 - Lecture Notes in Earth System Sciences

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BT - Lecture Notes in Earth System Sciences

A2 - Frank-Kamenetskaya, Olga V.

A2 - Vlasov, Dmitry Yu.

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PB - Springer Nature

CY - Cham

Y2 - 24 September 2018 through 27 September 2018

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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, Lecture Notes in Earth System Sciences: Conference proceedings. Cham: Springer Nature. 2020. p. 695-719. (Lecture Notes in Earth System Sciences). https://doi.org/10.1007/978-3-030-21614-6_37