{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,5]],"date-time":"2026-10-05T18:23:25Z","timestamp":1791224605375,"version":"4.1.0"},"reference-count":70,"publisher":"Wiley","issue":"44","license":[{"start":{"date-parts":[[2016,9,14]],"date-time":"2016-09-14T00:00:00Z","timestamp":1473811200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"name":"Ile-de-France region"},{"name":"French Ile de France Region"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2016,10,24]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Understanding ribose reactivity is a crucial step in the \u201cRNA world\u201d scenario because this molecule is a component of all extant nucleotides that make up RNA. In solution, ribose is unstable and susceptible to thermal destruction. We examined how ribose behaves upon thermal activation when adsorbed on silica, either alone or with the coadsorption of inorganic salts (MgCl<jats:sub>2<\/jats:sub>, CaCl<jats:sub>2<\/jats:sub>, SrCl<jats:sub>2<\/jats:sub>, CuCl<jats:sub>2<\/jats:sub>, FeCl<jats:sub>2<\/jats:sub>, FeCl<jats:sub>3<\/jats:sub>, ZnCl<jats:sub>2<\/jats:sub>). A combination of <jats:sup>13<\/jats:sup>C\u2005NMR, in situ IR, and TGA analyses revealed a variety of phenomena. When adsorbed alone, ribose remains stable up to 150\u2009\u00b0C, at which point ring opening is observed, together with minor oxidation to a lactone. All the metal salts studied showed specific interactions with ribose after dehydration, resulting in the formation of polydentate metal ion complexes. Anomeric equilibria were affected, generally favoring ribofuranoses. Zn<jats:sup>2+<\/jats:sup> stabilized ribose up to higher temperatures than bare silica (180 to 200\u2009\u00b0C). Most other cations had an adverse effect on ribose stability, with ring opening already upon drying at 70\u2009\u00b0C. In addition, alkaline earth cations catalyzed the dehydration of ribose to furfural and, to variable degrees, its further decarbonylation to furan. Transition\u2010metal ions with open d\u2010shells took part in redox reactions with ribose, either as reagents or as catalysts. These results allow the likelihood of prebiotic chemistry scenarios to be evaluated, and may also be of interest for the valorization of biomass\u2010derived carbohydrates by heterogeneous catalysis.<\/jats:p>","DOI":"10.1002\/chem.201601418","type":"journal-article","created":{"date-parts":[[2016,9,14]],"date-time":"2016-09-14T05:54:11Z","timestamp":1473832451000},"page":"15834-15846","source":"Crossref","is-referenced-by-count":22,"title":["Thermal Behavior of <scp>d<\/scp>\u2010Ribose Adsorbed on Silica: Effect of Inorganic Salt Coadsorption and Significance for Prebiotic Chemistry"],"prefix":"10.1002","volume":"22","author":[{"given":"Mariame","family":"Akouche","sequence":"first","affiliation":[{"name":"Sorbonne Universit\u00e9s UPMC Univ Paris 06 and CNRS UMR 7197, LRS case courrier 178, UPMC 4 Pl. Jussieu  75252 PARIS CEDEX 05 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Maguy","family":"Jaber","sequence":"additional","affiliation":[{"name":"Sorbonne Universit\u00e9s, UPMC Univ Paris 06 and CNRS UMR 8220, LAMS, case courrier 225, UPMC 4 Pl. Jussieu  75252 Paris CEDEX 05 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Emilie\u2010Laure","family":"Zins","sequence":"additional","affiliation":[{"name":"Sorbonne Universit\u00e9s, UPMC Univ Paris 06 and CNRS UMR 8233, MONARIS, case courrier, UPMC 4 Pl. Jussieu  75252 Paris CEDEX 05 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Marie\u2010Christine","family":"Maurel","sequence":"additional","affiliation":[{"name":"UMR 7205- ISyEB, CNRS-MNHN-UPMC Univ Paris 06  75005 Paris France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8124-5709","authenticated-orcid":false,"given":"Jean\u2010Francois","family":"Lambert","sequence":"additional","affiliation":[{"name":"Sorbonne Universit\u00e9s UPMC Univ Paris 06 and CNRS UMR 7197, LRS case courrier 178, UPMC 4 Pl. Jussieu  75252 PARIS CEDEX 05 France"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Thomas","family":"Georgelin","sequence":"additional","affiliation":[{"name":"Sorbonne Universit\u00e9s UPMC Univ Paris 06 and CNRS UMR 7197, LRS case courrier 178, UPMC 4 Pl. Jussieu  75252 PARIS CEDEX 05 France"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2016,9,14]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1038\/319618a0"},{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar200332w"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.aad8137"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.aad2808"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1007\/BF01808782"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.92.18.8158"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201001266"},{"key":"e_1_2_7_8_1","unstructured":"\u00a0"},{"key":"e_1_2_7_9_2","first-page":"96","volume":"63","author":"Ricardo A.","year":"2003","journal-title":"Science"},{"key":"e_1_2_7_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja201769f"},{"key":"e_1_2_7_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja031748v"},{"key":"e_1_2_7_12_2","doi-asserted-by":"publisher","DOI":"10.1089\/ast.2010.0508"},{"key":"e_1_2_7_13_1","volume-title":"The Physical Basis of Life","author":"Bernal D.","year":"1951"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11084-008-9128-3"},{"key":"e_1_2_7_15_1","unstructured":"\u00a0"},{"key":"e_1_2_7_16_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3sm27880h"},{"key":"e_1_2_7_17_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.clay.2014.05.003"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1038\/381059a0"},{"key":"e_1_2_7_19_1","unstructured":"\u00a0"},{"key":"e_1_2_7_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/la035336b"},{"key":"e_1_2_7_21_2","doi-asserted-by":"publisher","DOI":"10.1127\/0935-1221\/2007\/0019-1731"},{"key":"e_1_2_7_22_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp906891y"},{"key":"e_1_2_7_23_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.pss.2009.01.012"},{"key":"e_1_2_7_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp206967b"},{"key":"e_1_2_7_25_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00726-013-1516-y"},{"key":"e_1_2_7_26_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3cp51282g"},{"key":"e_1_2_7_27_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11084-013-9345-2"},{"key":"e_1_2_7_28_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp402437p"},{"key":"e_1_2_7_29_2","doi-asserted-by":"publisher","DOI":"10.1021\/jp507335e"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.carres.2014.07.018"},{"key":"e_1_2_7_31_1","unstructured":"\u00a0"},{"key":"e_1_2_7_32_2","doi-asserted-by":"publisher","DOI":"10.1007\/BF02105282"},{"key":"e_1_2_7_33_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0065-2318(08)60415-1"},{"key":"e_1_2_7_34_2","doi-asserted-by":"publisher","DOI":"10.1016\/0008-6215(93)87004-C"},{"key":"e_1_2_7_35_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.carres.2004.06.022"},{"key":"e_1_2_7_36_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.carres.2006.07.004"},{"key":"e_1_2_7_37_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.carres.2011.08.022"},{"key":"e_1_2_7_38_2","doi-asserted-by":"publisher","DOI":"10.1021\/jf1042344"},{"key":"e_1_2_7_39_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.epsl.2010.08.026"},{"key":"e_1_2_7_40_1","unstructured":"\u00a0"},{"key":"e_1_2_7_41_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0723-2020(88)80001-8"},{"key":"e_1_2_7_42_2","doi-asserted-by":"publisher","DOI":"10.1186\/1745-6150-4-26"},{"key":"e_1_2_7_43_1","unstructured":"\u00a0"},{"key":"e_1_2_7_44_2","doi-asserted-by":"publisher","DOI":"10.1016\/0040-6031(88)85216-X"},{"key":"e_1_2_7_45_2","doi-asserted-by":"publisher","DOI":"10.1023\/A:1024557011975"},{"key":"e_1_2_7_46_2","doi-asserted-by":"publisher","DOI":"10.1007\/s10973-005-7400-6"},{"key":"e_1_2_7_47_1","doi-asserted-by":"publisher","DOI":"10.1016\/0008-6215(83)88404-3"},{"key":"e_1_2_7_48_1","doi-asserted-by":"publisher","DOI":"10.1080\/07328309208017796"},{"key":"e_1_2_7_49_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0927-7757(00)00556-2"},{"key":"e_1_2_7_50_1","volume-title":"Ester Formation and Hydrolysis and Related Reactions","author":"Compton R. G.","year":"1972"},{"key":"e_1_2_7_51_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp021235v"},{"key":"e_1_2_7_52_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0022-2860(97)00125-7"},{"key":"e_1_2_7_53_1","doi-asserted-by":"publisher","DOI":"10.1021\/jp311945p"},{"key":"e_1_2_7_54_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2gc16202d"},{"key":"e_1_2_7_55_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.saa.2004.07.009"},{"key":"e_1_2_7_56_1","unstructured":"\u00a0"},{"key":"e_1_2_7_57_2","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms9385"},{"key":"e_1_2_7_58_2","doi-asserted-by":"publisher","DOI":"10.1017\/S1473550411000310"},{"key":"e_1_2_7_59_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja01241a001"},{"key":"e_1_2_7_60_1","doi-asserted-by":"publisher","DOI":"10.1007\/s11144-013-0655-1"},{"key":"e_1_2_7_61_1","doi-asserted-by":"publisher","DOI":"10.1016\/0010-8545(94)80068-5"},{"key":"e_1_2_7_62_1","unstructured":"\u00a0"},{"key":"e_1_2_7_63_2","doi-asserted-by":"publisher","DOI":"10.1039\/b809636h"},{"key":"e_1_2_7_64_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11084-013-9350-5"},{"key":"e_1_2_7_65_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1182669"},{"key":"e_1_2_7_66_1","doi-asserted-by":"publisher","DOI":"10.2138\/am.2011.3725"},{"key":"e_1_2_7_67_1","doi-asserted-by":"publisher","DOI":"10.1039\/C3RA44776F"},{"key":"e_1_2_7_68_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00894-015-2843-6"},{"key":"e_1_2_7_69_1","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.201402842"},{"key":"e_1_2_7_70_1","doi-asserted-by":"publisher","DOI":"10.1039\/C3GC41351A"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchem.201601418","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchem.201601418","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.201601418","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T11:45:54Z","timestamp":1760269554000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.201601418"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2016,9,14]]},"references-count":70,"journal-issue":{"issue":"44","published-print":{"date-parts":[[2016,10,24]]}},"alternative-id":["10.1002\/chem.201601418"],"URL":"https:\/\/doi.org\/10.1002\/chem.201601418","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2016,9,14]]}}}