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The abiotic synthesis of sugars was first demonstrated over a century ago, but no known prebiotic reaction produces ribose (an aldose sugar) selectively and in good yield. In contrast, ribulose, and fructose (ketose sugars) and other monosaccharides are formed in high yield by several robust abiotic reactions. It is reported here that ketose sugars \u2010 both ketopentoses and ketohexoes \u2010 serve as precursors for the formation of ribosides and other aldosides, as demonstrated by glycoside\u2010forming reactions involving barbituric acid, a plausibly prebiotic nucleobase. Moreover, a one\u2010pot reaction of glyceraldehyde and barbituric acid was discovered which under mild conditions, and without special minerals or other catalysts, results in the formation of glycosides. These results reveal that an exclusive or high\u2010yielding generation of free ribose was not required for its incorporation into processes that provided the foundations for life.<\/jats:p>","DOI":"10.1002\/chem.202203036","type":"journal-article","created":{"date-parts":[[2022,10,19]],"date-time":"2022-10-19T22:20:02Z","timestamp":1666218002000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":17,"title":["A Plausible Prebiotic Path to Nucleosides: Ribosides and Related Aldosides Generated from Ribulose, Fructose, and Similar Abiotic Precursors"],"prefix":"10.1002","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-1206-3239","authenticated-orcid":false,"given":"Tyler P.","family":"Roche","sequence":"first","affiliation":[{"name":"School of Chemistry and Biochemistry Georgia Institute of Technology  Atlanta GA, 30332 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9877-245X","authenticated-orcid":false,"given":"David M.","family":"Fialho","sequence":"additional","affiliation":[{"name":"School of Chemistry and Biochemistry Georgia Institute of Technology  Atlanta GA, 30332 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1238-190X","authenticated-orcid":false,"given":"Cesar","family":"Menor\u2010Salv\u00e1n","sequence":"additional","affiliation":[{"name":"Departmento de Biolog\u00eda de Sistemas\/IQAR Universidad de Alcal\u00e1  Madrid 28806 Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5238-610X","authenticated-orcid":false,"given":"Ramanarayanan","family":"Krishnamurthy","sequence":"additional","affiliation":[{"name":"Department of Chemistry The Scripps Research Institute  La Jolla California 92037 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4569-3950","authenticated-orcid":false,"given":"Gary B.","family":"Schuster","sequence":"additional","affiliation":[{"name":"School of Chemistry and Biochemistry Georgia Institute of Technology  Atlanta GA, 30332 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7711-6472","authenticated-orcid":false,"given":"Nicholas V.","family":"Hud","sequence":"additional","affiliation":[{"name":"School of Chemistry and Biochemistry Georgia Institute of Technology  Atlanta GA, 30332 USA"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2022,12,5]]},"reference":[{"key":"e_1_2_8_1_1","unstructured":"\u00a0"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.1542\/peds.2005-2508"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.1038\/319618a0"},{"key":"e_1_2_8_4_1","unstructured":"\u00a0"},{"key":"e_1_2_8_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.9b00546"},{"key":"e_1_2_8_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.0c00069"},{"key":"e_1_2_8_7_1","unstructured":"\u00a0"},{"key":"e_1_2_8_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.chembiol.2013.03.012"},{"key":"e_1_2_8_9_2","doi-asserted-by":"publisher","DOI":"10.1007\/BF00175873"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/jlac.18611200308"},{"key":"e_1_2_8_11_1","volume-title":"The Origin of Life","author":"Oparin A. 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