1975
DOI: 10.1016/0016-7037(75)90159-3
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Stereoisomers of isovaline in the Murchison meteorite

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Cited by 58 publications
(35 citation statements)
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“…The L-isovaline excess measured in Orgueil has not previously been reported in this or any CI meteorite and is similar to the Murchison value within error. Because isovaline is highly resistant to racemization (12), the measured D/L ratios should not have increased since the time of formation. Some radioracemization (Ϸ5%) of isovaline could have occurred based on the expected ionizing radiation dose from radioactive decay inside the Murchison and Orgueil meteorite parent bodies (24).…”
Section: Possible Sources Of Error In Lc-fd/tof-ms Amino Acid Measurementioning
confidence: 99%
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“…The L-isovaline excess measured in Orgueil has not previously been reported in this or any CI meteorite and is similar to the Murchison value within error. Because isovaline is highly resistant to racemization (12), the measured D/L ratios should not have increased since the time of formation. Some radioracemization (Ϸ5%) of isovaline could have occurred based on the expected ionizing radiation dose from radioactive decay inside the Murchison and Orgueil meteorite parent bodies (24).…”
Section: Possible Sources Of Error In Lc-fd/tof-ms Amino Acid Measurementioning
confidence: 99%
“…Pizzarello et al (11) also found a possible correlation between the magnitude of the L-isovaline excesses observed in individual fragments of the Murchison meteorite and the relative abundance of hydrous silicate minerals, hinting that aqueous alteration may have played a role in amino acid asymmetry in this meteorite. These ␣-methyl amino acids are nonbiological, and unlike the ␣-hydrogen amino acids used in biochemistry, they are not prone to geologically rapid racemization under aqueous or radiogenic conditions (12). Therefore, the initial enantiomeric ratios of these ␣-methyl amino acids are much more likely to have been preserved since the time of their formation.…”
mentioning
confidence: 99%
“…with a methyl group bound to the carbon just next to the carbonyl, display higher e.e.s than their α-hydrogenated (α-H) analogs. Actually, α-H amino acids are known to racemize more efficiently than α-Me amino acids (Pollock et al 1975), because a H atom bound to a carbon close to a carbonyl is easy to remove. When an α-H amino acid loses its α-H atom, the asymmetric carbon loses its chirality.…”
Section: Comparison With Other Amino Acid Datamentioning
confidence: 99%
“…Soc. 11 6,2681 (1 994) 13. The prevousy reported compound 1 (72) has been character~zed by elemental anayss.…”
mentioning
confidence: 99%