Molecular Evolution of N-Containing Cyclic Compounds in the Parent Body of the Murchison Meteorite

Hiroshi Naraoka, Yohei Yamashita, Mihoko Yamaguchi, François Régis Orthous-Daunay

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Primitive meteorites contain various classes of organic compounds. Because the molecular distribution in these meteorites is not fully clarified, we do not yet understand the comprehensive formation mechanism(s) of extraterrestrial organic compounds. In this study, diverse and abundant alkylated homologues of N-containing cyclic compounds were identified in the methanol extract of the Murchison meteorite by electrospray ionization using high-performance liquid chromatography/ultrahigh-resolution mass spectrometry. More than 600 positive ions were assigned to CnHmN+ and CnHmN2 +, in which saturated and unsaturated alkylated pyridines and alkylimidazoles are predominant. Both can be synthesized from aldehydes and ammonia through aldol condensation and imine formation under an alkaline environment. Further redox reactions could have proceeded to make these molecules evolve to various CHN compounds, including alkylpiperidines and pyridine carboxylic acids. This study indicates that aldol condensation and formose reaction with ammonia are an important mechanism for the molecular evolution of N-containing compounds in the asteroid.

Original languageEnglish
Pages (from-to)540-550
Number of pages11
JournalACS Earth and Space Chemistry
Volume1
Issue number9
DOIs
Publication statusPublished - Nov 16 2017

Fingerprint

Murchison meteorite
cyclic compounds
Meteorites
parent body
meteorites
organic compounds
meteorite
condensation
ammonia
organic compound
pyridines
alkaline environment
Organic compounds
Ammonia
Condensation
liquid chromatography
formation mechanism
carboxylic acid
aldehyde
asteroids

All Science Journal Classification (ASJC) codes

  • Geochemistry and Petrology
  • Atmospheric Science
  • Space and Planetary Science

Cite this

Molecular Evolution of N-Containing Cyclic Compounds in the Parent Body of the Murchison Meteorite. / Naraoka, Hiroshi; Yamashita, Yohei; Yamaguchi, Mihoko; Orthous-Daunay, François Régis.

In: ACS Earth and Space Chemistry, Vol. 1, No. 9, 16.11.2017, p. 540-550.

Research output: Contribution to journalArticle

Naraoka, Hiroshi ; Yamashita, Yohei ; Yamaguchi, Mihoko ; Orthous-Daunay, François Régis. / Molecular Evolution of N-Containing Cyclic Compounds in the Parent Body of the Murchison Meteorite. In: ACS Earth and Space Chemistry. 2017 ; Vol. 1, No. 9. pp. 540-550.
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