TY - JOUR

T1 - Transfer of Asymmetry between Proteinogenic Amino Acids under Harsh Conditions

AU - Tarasevych, Arkadii V.

AU - Vives, Thomas

AU - Snytnikov, Valeriy N.

AU - Guillemin, Jean Claude

PY - 2017/9/1

Y1 - 2017/9/1

N2 - 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.

AB - 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.

KW - Amino acid

KW - Enantioenrichment

KW - Sublimation

KW - Transfer of asymmetry

KW - PHASE

KW - AMPLIFICATION

KW - PEPTIDES

KW - SERINE

KW - MECHANISM

KW - SUBLIMATION

KW - DECOMPOSITION

UR - http://www.scopus.com/inward/record.url?scp=85016502436&partnerID=8YFLogxK

U2 - 10.1007/s11084-017-9535-4

DO - 10.1007/s11084-017-9535-4

M3 - Article

C2 - 28361302

AN - SCOPUS:85016502436

VL - 47

SP - 371

EP - 379

JO - Origins of Life and Evolution of Biospheres

JF - Origins of Life and Evolution of Biospheres

SN - 0169-6149

IS - 3

ER -