Amino Acids of the Murchison Meteorite: II. Five Carbon Acyclic Primary - - and Delta-Amino Alkanoic Acids

Details Amino Acids of the Murchison Meteorite: II. Five Carbon Acyclic Primary - - and Delta-Amino Alkanoic Acids Amino Acids of the Murchison Meteorite: II. Five Carbon Acyclic Primary - - and Delta-Amino Alkanoic Acids

Nov 1985

adsabs.harvard.edu/cgi-bin/nph-data_query?bibcode=1985gecoa..49.2259c&link_type=abstract

Geochimica et Cosmochimica Acta, vol. 49, Issue 11, pp.2259-2265

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Scientific paper

All ten of the possible five-carbon acyclic primary -, -, and -amino alkanoic acids (amino position isomers of the valines) have been positively identified in hot-water extracts of the Murchison meteorite using combined gas chromatography-mass spectrometry (GC-MS) and ion exchange chromatography. With the exception of -aminovaleric acid, none of these amino acids has been previously reported to occur in meteorites or in any other natural material. The -amino acids (4-aminopentanoic acid, 4-aminc-2-meth-ylbutanoic acid, and 4-amino-3-methylbutanoic acid) are present at higher concentrations (about 5 nmol g -1 ) than are the -amino isomers (3-aminopentanoic acid, 3-amino-2-methylbutanoic acid, allo-3-amino-2-methylbutanoic acid, 3-amino-3-methylbutanoic acid, 3-amino-2-ethylpropanoic acid, and 3-amino-2,2-dimethylpropanoic acid) which are present at concentrations of 1-2 nmol g -1 . These amino acids are less abundant in the meteorite than either the corresponding -amino acids or the four-carbon homologues. Thirty-six amino acids have now been positively identified in the Murchison meteorite, 17 of which are apparently unique to carbonaceous chondrites. The fact that the meteorite contains all possible five-carbon acyclic primary -, -, -, and -amino alkanoic acids is consistent with a synthetic process involving random combination of single-carbon precursors.

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