Prebiotic synthesis of imidazole-4-acetaldehyde and histidine |
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| Authors: | Chun Shen Lily Yang Stanley L Miller J Oró |
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| Institution: | (1) Department of Biophysical and Biochemical Sciences, University of Houston, 77004 Houston, TX, U.S.A.;(2) Department of Chemistry, University of Houston, 77004 Houston, TX, U.S.A.;(3) Department of Chemistry, University of California, 92093 San Diego La Jolla, CA, U.S.A. |
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| Abstract: | The prebiotic synthesis of imidazole-4-acetaldehyde and imidazole-4-glycol from erythrose and formamidine has been demonstrated
as well as the prebiotic synthesis of imidazole-4-ethanol and imidazole-4-glycol from erythrose, formaldehyde and ammonia.
The products were identified by TLC, HPLC, and LC-MS by comparison with authentic samples. The maximum yields of imidazole-4-acetaldehyde,
imidazole-4-ethanol, and imidazole-4-glycol obtained in these reactions are 1.6, 5.4, 6.8% respectively, based on the erythrose.
Imidazole-4-acetaldehyde would have been converted to histidine on the primitive earth by a Strecker synthesis, and several
prebiotic reactions would convert imidazole-4-glycol and imidazole-4-ethanol to imidazole-4-acetaldehyde. |
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