Enantiomer excesses of rare and common sugar derivatives in carbonaceous meteorites

Proc Natl Acad Sci U S A. 2016 Jun 14;113(24):E3322-31. doi: 10.1073/pnas.1603030113. Epub 2016 May 31.

Abstract

Biological polymers such as nucleic acids and proteins are constructed of only one-the d or l-of the two possible nonsuperimposable mirror images (enantiomers) of selected organic compounds. However, before the advent of life, it is generally assumed that chemical reactions produced 50:50 (racemic) mixtures of enantiomers, as evidenced by common abiotic laboratory syntheses. Carbonaceous meteorites contain clues to prebiotic chemistry because they preserve a record of some of the Solar System's earliest (∼4.5 Gy) chemical and physical processes. In multiple carbonaceous meteorites, we show that both rare and common sugar monoacids (aldonic acids) contain significant excesses of the d enantiomer, whereas other (comparable) sugar acids and sugar alcohols are racemic. Although the proposed origins of such excesses are still tentative, the findings imply that meteoritic compounds and/or the processes that operated on meteoritic precursors may have played an ancient role in the enantiomer composition of life's carbohydrate-related biopolymers.

Keywords: aldonic acids; carbonaceous meteorites; enantiomer excesses; polyols; sugar acids.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Carbohydrates / chemistry*
  • Meteoroids*
  • Stereoisomerism

Substances

  • Carbohydrates