Catalytic effects of glycine on prebiotic divaline and diproline formation.
The catalytic effects of the simple amino acid glycine on the formation of diproline and divaline in the prebiotically relevant salt-induced peptide formation (SIPF) reaction was investigated in systems of different amino acid starting concentrations and using the two enantiomeric forms of the respective amino acid. Results show an improved applicability of the SIPF reaction to prebiotic conditions, especially at low amino acid concentrations, as presumably present in a primordial scenario, and indicate excellent conditions and resources for chemical evolution of peptides and proteins on the early earth. For valine, furthermore differences in catalytic yield increase are found indicating a chiral selectivity of the active copper complex of the reaction and showing a connection to previously found enantiomeric differences in complex formation constants with amino acids.
Plankensteiner
Kristof
K
Division of Theoretical Chemistry, Institute of General, Inorganic and Theoretical Chemistry, University of Innsbruck, Innrain 52a, A-6020 Innsbruck, Austria.
Reiner
Hannes
H
Rode
Bernd M
BM
D002384:Catalysis; D004151:Dipeptides / Q000138:chemical synthesis*; D005998:Glycine / Q000737:chemistry*
D004151:Dipeptides; C448039:prolyl-proline; C034792:valylvaline; D005998:Glycine