Racemization of Meteoritic Amino Acids
نویسندگان
چکیده
Meteorites may have contributed amino acids to the prebiotic Earth, affecting the global ratio of right-handed to left-handed (D/ L) molecules. We calculate D/ L ratios for seven biological, α-hydrogen, protein amino acids over a variety of plausible parent body thermal histories, based on meteorite evidence and asteroid modeling. We show that amino acids in meteorites do not necessarily undergo complete racemization by the time they are recovered on Earth. If the mechanism of amino acid formation imposes some enantiomeric preference on the amino acids, a chiral signature can be retained through the entire history of the meteorite. Original enantiomeric excesses in meteorites such as Murchison, which have undergone apparently short and cool alteration scenarios, should have persisted to the present time. Of the seven amino acids for which relevant data are available, we expect glutamic acid, isoleucine, and valine, respectively, to be the most likely to retain an initial enantiomeric excess, and phenylalanine, aspartic acid, and alanine the least. Were the D/ L ratio initially identical in each amino acid, final D/ L ratios could be used to constrain the initial ratio and the thermal history experienced by the whole suite. c © 2000 Academic Press
منابع مشابه
Large enantiomeric excesses in primitive meteorites and the diverse effects of water in cosmochemical evolution.
Carbonaceous chondrites are meteoritic fragments of asteroids that avoided the geological reprocessing of larger planets and allow laboratory probing of early solar-nebula materials. Among these, Renazzo-type (CR) chondrites found in Antarctica appear remarkably pristine and are distinguished by abundant organic materials and water-soluble molecules such as amino acids and ammonia. We present a...
متن کاملMeteoritic Isoleucine Epimerization in the Chronology of Asteroidal Parent Body Fluids
Introduction: Meteoritic amino acid abundances and abundance ratios have been diversely applied in cosmochemistry. Abundances have gauged the duration of experimental heating of Murchison [1], and abundance ratios have exhibited differences according to meteorite classification group and the extent of asteroidal parent body aqueous and thermal alteration [25]. Enantiomeric excesses (ees), expre...
متن کاملA Crystallization-Induced Asymmetric Transformation using Racemic Phenyl Alanine Methyl Ester Derivatives as Versatile Precursors to Prepare Amino Acids
L-Tyrosine and L-Dopa are the precursors in the biological synthesis of amine neurotransmitters. On the other hand, phenylalanine as an aromatic amino acid (AAA) is a precursor in the synthesis of L-Tyrosine and L-Dopa. For some substrates such as amino acids, resolution by the formation of diastereomers offers an attractive alternative. Among different methods in this case, crystallization-ind...
متن کاملThe Racemization of Amino Acids in Aqueous Solution by Acetic Anhydride
In a previous investigation du Vigneaud and Sealock (1) have reported that the sodium salt of acetyl-l-tryptophane in aqueous solution at 35-40” is completely racemized by acetic anhydride within a few hours. The ease of racemization and particularly the mild conditions under which the reaction occurred seemed to us to offer an excellent method for racemizing amino acids if the reaction should ...
متن کاملRacemization in Reverse: Evidence that D-Amino Acid Toxicity on Earth Is Controlled by Bacteria with Racemases
D-amino acids are toxic for life on Earth. Yet, they form constantly due to geochemical racemization and bacterial growth (the cell walls of which contain D-amino acids), raising the fundamental question of how they ultimately are recycled. This study provides evidence that bacteria use D-amino acids as a source of nitrogen by running enzymatic racemization in reverse. Consequently, when soils ...
متن کامل