@article{Powner2011b,
abstract = {The recent development of a sequential, high-yielding route to activated pyrimidine nucleotides, under conditions thought to be prebiotic, is an encouraging step toward the greater goal of a plausible prebiotic pathway to RNA and the potential for an RNA world. However, this synthesis has led to a disparity in the methodology available for stepwise construction of the canonical pyrimidine and purine nucleotides. To address this problem, and further explore prebiotically accessible chemical systems, we have developed a high-yielding, aqueous, one-pot, multicomponent reaction that tethers masked-sugar moieties to prebiotically plausible purine precursors. A pH-dependent three-component reaction system has been discovered that utilizes key nucleotide synthons 2-aminooxazole and 5-aminoimidazoles, which allows the first divergent purine/pyrimidine synthesis to be proposed. Due to regiospecific aminoimidazole tethering, the pathway allows N9 purination only, thus suggesting the first prebiotically plausible mechanism for regiospecific N9 purination. {\textcopyright} 2010 American Chemical Society.},
author = {Powner, Matthew W. and Sutherland, John D. and Szostak, Jack W.},
doi = {10.1021/ja108197s},
issn = {15205126},
journal = {Journal of the American Chemical Society},
number = {46},
pages = {16677--16688},
pmid = {21043502},
title = {{Chemoselective multicomponent one-pot assembly of purine precursors in water}},
volume = {132},
year = {2010}
}

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