1989
DOI: 10.1126/science.11538344
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Was Adenine the First Purine?

Abstract: Oligomerization of HCN (1 molar) in the presence of added formaldehyde (0.5 molar) produced an order of magnitude more 8-hydroxymethyladenine than adenine or any other biologically significant purine. This result suggests that on the prebiotic Earth, nucleoside analogs may have been synthesized directly in more complex mixtures of HCN with other aldehydes.

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Cited by 42 publications
(16 citation statements)
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“…Experimental results were in agreement with ab initio , with adenine and hypoxanthine as the most abundant products, followed by the bi-substituted photoproducts [ 77 ]. Purines and pyrimidines may also be formed by polymerization of ammonium cyanide solutions at temperatures ranging from −78 °C to +80 °C, which could have happened in the parent body of carbonaceous chondrites [ 79 , 80 , 81 , 82 , 83 , 84 , 85 , 86 , 87 , 88 , 89 ]. Thermochemical computational simulations show that Fischer-Tropsch type (FTT) synthesis is likely the dominant source of nucleobases within a meteorite parent body (planetesimal) model, followed by non-catalytic synthesis (under certain chemical conditions) [ 90 ].…”
Section: Inventory Of Meteoritic N -Heterocyclementioning
confidence: 99%
“…Experimental results were in agreement with ab initio , with adenine and hypoxanthine as the most abundant products, followed by the bi-substituted photoproducts [ 77 ]. Purines and pyrimidines may also be formed by polymerization of ammonium cyanide solutions at temperatures ranging from −78 °C to +80 °C, which could have happened in the parent body of carbonaceous chondrites [ 79 , 80 , 81 , 82 , 83 , 84 , 85 , 86 , 87 , 88 , 89 ]. Thermochemical computational simulations show that Fischer-Tropsch type (FTT) synthesis is likely the dominant source of nucleobases within a meteorite parent body (planetesimal) model, followed by non-catalytic synthesis (under certain chemical conditions) [ 90 ].…”
Section: Inventory Of Meteoritic N -Heterocyclementioning
confidence: 99%
“…The same research group demonstrated that unhydrolysed oligomerisation mixtures prepared from HCN in the absence of formaldehyde contain adenine-8-carboxamide, a possible precursor of adenine [ 95 ]. However, 8-hydroxymethyladenine is mostly formed in oligomerisation solutions of HCN when formaldehyde is added, rather than adenine-8-carboxamide or adenine itself [ 96 ]. Also in the context of a primitive cold Earth or icy satellites, Miller and co-workers demonstrated the formation of several purines (xanthine, hypoxanthine, adenine, guanine and 2,6-diaminopurine) in oligomerisation processes of HCN at temperatures between −20 and −78 °C [ 66 , 67 ].…”
Section: Nucleic-acid Basesmentioning
confidence: 99%
“…The reaction of DAMN with urea leads to the formation of guanine and xanthine in yields of 5-10%. Another prebiotic pathway for the formation of the adenine derivative 8-hydroxymethyladenine (HMA) as well as traces of adenine from HCN and formaldehyde, was experimentally demonstrated by Schwartz & Bakker (1989). Finally, it has been demonstrated recently that guanine can be produced from ammonium cyanide polymerisations (Levy et al 1999).…”
Section: N-heterocycles In Meteoritesmentioning
confidence: 99%