Transfer of Asymmetry between Proteinogenic Amino Acids under Harsh Conditions | Sciact - CRIS-system of Boreskov Institute of Catalysis

Transfer of Asymmetry between Proteinogenic Amino Acids under Harsh Conditions Full article

Journal

Origins of Life and Evolution of Biospheres
ISSN: 0169-6149 , E-ISSN: 1573-0875

Output data

Year: 2017, Volume: 47, Number: 3, Pages: 371-379 Pages count : 9 DOI: 10.1007/s11084-017-9535-4

Tags

Amino acid, Enantioenrichment, Sublimation, Transfer of asymmetry

Authors

Tarasevych Arkadii V. ^1,2 , Vives Thomas ² , Snytnikov Valeriy N. ^1,3 , Guillemin Jean-Claude ²

Affiliations

1	Boreskov Institute of Catalysis of the Siberian Branch of the Russian Academy of Sciences, pr. Lavrentieva, 5, 630090 Novosibirsk, Russia
2	Institut des Sciences Chimiques de Rennes, École Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, 11 allée de Beaulieu, CS 50837, 35708 Rennes Cedex 7, France
3	Novosibirsk State University, Pirogova str. 2, 630090 Novosibirsk, Russia

Funding (4)

1	Russian Foundation for Basic Research	16-53-150004
2	French National Centre for Scientific Research
3	National Centre for Space Studies
4	French National Centre for Scientific Research	1018

The heating above 400 °C of serine, cysteine, selenocysteine and threonine leads to a complete decomposition of the amino acids and to the formation in low yields of alanine for the three formers and of 2-aminobutyric acid for the latter. At higher temperature, this amino acid is observed only when sublimable α-alkyl-α-amino acids are present, and with an enantiomeric excess dependent on several parameters. Enantiopure or enantioenriched Ser, Cys, Sel or Thr is not able to transmit its enantiomeric excess to the amino acid formed during its decomposition. The presence during the sublimation-decomposition of enantioenriched valine or isoleucine leads to the enantioenrichment of all sublimable amino acids independently of the presence of many decomposition products coming from the unstable derivative. All these studies give information on a potentially prebiotic key-reaction of abiotic transformations between α-amino acids and their evolution to homochirality.

Tarasevych A.V. , Vives T. , Snytnikov V.N. , Guillemin J-C.
Transfer of Asymmetry between Proteinogenic Amino Acids under Harsh Conditions
Origins of Life and Evolution of Biospheres. 2017. V.47. N3. P.371-379. DOI: 10.1007/s11084-017-9535-4 WOS Scopus РИНЦ AN PMID OpenAlex

Submitted:	Dec 15, 2016
Accepted:	Mar 7, 2017
Published online:	Mar 31, 2017
Published print:	Sep 1, 2017

Web of science:	WOS:000411122900012
Scopus:	2-s2.0-85016502436
Elibrary:	31029011
Chemical Abstracts:	2017:539090
PMID:	28361302
OpenAlex:	W2598859118

DB	Citing
OpenAlex	1