Transfer of Asymmetry between Proteinogenic Amino Acids under Harsh Conditions

Abstract : The heating above 400 A degrees 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 alpha-alkyl-alpha-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 alpha-amino acids and their evolution to homochirality.
Type de document :
Article dans une revue
Origins of Life and Evolution of Biospheres, Springer Verlag, 2017, 47 (3), pp.371-379. 〈10.1007/s11084-017-9535-4〉
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01614778
Contributeur : Laurent Jonchère <>
Soumis le : mercredi 11 octobre 2017 - 14:00:59
Dernière modification le : vendredi 16 novembre 2018 - 01:36:13

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Arkadii V. Tarasevych, Thomas Vives, Valeriy N. Snytnikov, Jean-Claude Guillemin. Transfer of Asymmetry between Proteinogenic Amino Acids under Harsh Conditions. Origins of Life and Evolution of Biospheres, Springer Verlag, 2017, 47 (3), pp.371-379. 〈10.1007/s11084-017-9535-4〉. 〈hal-01614778〉

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