{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,6]],"date-time":"2026-10-06T19:43:42Z","timestamp":1791315822349,"version":"4.3.1"},"reference-count":34,"publisher":"Springer Science and Business Media LLC","issue":"2-3","license":[{"start":{"date-parts":[[2015,11,11]],"date-time":"2015-11-11T00:00:00Z","timestamp":1447200000000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.springernature.com\/gp\/researchers\/text-and-data-mining"},{"start":{"date-parts":[[2015,11,11]],"date-time":"2015-11-11T00:00:00Z","timestamp":1447200000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/www.springernature.com\/gp\/researchers\/text-and-data-mining"}],"funder":[{"name":"JSPS KAKENHI","award":["24244084"],"award-info":[{"award-number":["24244084"]}]},{"name":"JSPS KAKENHI","award":["23740402"],"award-info":[{"award-number":["23740402"]}]},{"name":"JSPS KAKENHI","award":["15H02144"],"award-info":[{"award-number":["15H02144"]}]}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["Orig Life Evol Biosph"],"published-print":{"date-parts":[[2016,6]]},"DOI":"10.1007\/s11084-015-9472-z","type":"journal-article","created":{"date-parts":[[2015,11,11]],"date-time":"2015-11-11T16:41:35Z","timestamp":1447260095000},"page":"189-202","update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":24,"title":["Effects of Silicate, Phosphate, and Calcium on the Stability of Aldopentoses"],"prefix":"10.1007","volume":"46","author":[{"given":"Sakiko","family":"Nitta","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yoshihiro","family":"Furukawa","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Takeshi","family":"Kakegawa","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2015,11,11]]},"reference":[{"key":"9472_CR1","doi-asserted-by":"publisher","first-page":"2043","DOI":"10.1039\/b809636h","volume":"32","author":"A.F. Amaral","year":"2008","unstructured":"Amaral AF, Marques MM, da Silva JAL, da Silva J (2008) Interactions of D-ribose with polyatomic anions, and alkaline and alkaline-earth cations: possible clues to environmental synthesis conditions in the pre-RNA world. New J Chem 32:2043\u20132049","journal-title":"New J Chem"},{"key":"9472_CR2","doi-asserted-by":"publisher","first-page":"15","DOI":"10.1016\/S0065-2318(08)60122-5","volume":"42","author":"S.J. Angyal","year":"1984","unstructured":"Angyal SJ (1984) The composition of reducing sugars in solution. Adv Carbohydr Chem Biochem 42:15\u201368","journal-title":"Adv Carbohydr Chem Biochem"},{"key":"9472_CR3","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1007\/3-540-44422-X_1","volume-title":"Glycoscience: epimerization, isomerization and rearrangement reactions of carbohydrates","author":"S.J. Angyal","year":"2001","unstructured":"Angyal SJ (2001) The lobrt de bruyn-alberda van ekenstein transformation and related reactions. In: Sututz AE (ed) Glycoscience: epimerization, isomerization and rearrangement reactions of carbohydrates. Springer-Verlag, Berlin, pp. 1\u201314"},{"key":"9472_CR4","doi-asserted-by":"publisher","first-page":"7054","DOI":"10.1073\/pnas.86.18.7054","volume":"86","author":"S.A. Benner","year":"1989","unstructured":"Benner SA, Ellington AD, Tauer A (1989) Modern metabolism as a palimpsest of the RNA world. Proc Natl Acad Sci U S A 86:7054\u20137058","journal-title":"Proc Natl Acad Sci U S A"},{"key":"9472_CR5","doi-asserted-by":"publisher","first-page":"22","DOI":"10.1016\/S0040-4039(01)99487-0","volume":"1","author":"R. Breslow","year":"1959","unstructured":"Breslow R (1959) On the mechanism of the formose reaction. Tetrahedron Lett 1:22\u201326","journal-title":"Tetrahedron Lett"},{"key":"9472_CR6","doi-asserted-by":"publisher","first-page":"322","DOI":"10.1002\/jlac.18601150325","volume":"115","author":"A. Butlerow","year":"1860","unstructured":"Butlerow A (1860) Ueber ein neues methylenderivat. Justus Liebigs Annalen der Chemie 115:322\u2013327","journal-title":"Justus Liebigs Annalen der Chemie"},{"key":"9472_CR7","doi-asserted-by":"publisher","first-page":"4469","DOI":"10.1016\/S0040-4020(01)86149-4","volume":"44","author":"S. Chapelle","year":"1988","unstructured":"Chapelle S, Verchere JF (1988) A 11B and 13C NMR determination of the structures of borate complexes of pentoses and related sugars. Tetrahedron 44:4469\u20134482","journal-title":"Tetrahedron"},{"key":"9472_CR8","doi-asserted-by":"publisher","first-page":"111","DOI":"10.1016\/j.precamres.2008.04.002","volume":"164","author":"H.J. Cleaves","year":"2008","unstructured":"Cleaves HJ (2008) The prebiotic geochemistry of formaldehyde. Precambrian Res 164:111\u2013118","journal-title":"Precambrian Res"},{"key":"9472_CR9","doi-asserted-by":"publisher","first-page":"367","DOI":"10.1016\/0022-2836(68)90392-6","volume":"38","author":"F.H.C. Crick","year":"1968","unstructured":"Crick FHC (1968) Origin of genetic code. J Mol Biol 38:367\u2013379","journal-title":"J Mol Biol"},{"key":"9472_CR10","doi-asserted-by":"publisher","first-page":"13","DOI":"10.1016\/0008-6215(87)80238-0","volume":"169","author":"H.S. El Khadem","year":"1987","unstructured":"El Khadem HS, Ennifar S, Isbell HS (1987) Contribution of the reaction pathways involved in the isomerization of monosaccharides by alkali. Carbohydr Res 169:13\u201321","journal-title":"Carbohydr Res"},{"key":"9472_CR11","doi-asserted-by":"publisher","first-page":"353","DOI":"10.1007\/s11084-013-9350-5","volume":"43","author":"Y. Furukawa","year":"2013","unstructured":"Furukawa Y, Horiuchi M, Kakegawa T (2013) Selective stabilization of ribose by borate. Orig Life Evol Biosph 43:353\u2013361","journal-title":"Orig Life Evol Biosph"},{"key":"9472_CR12","doi-asserted-by":"publisher","first-page":"241","DOI":"10.1016\/j.carres.2014.07.018","volume":"402","author":"T. Georgelin","year":"2015","unstructured":"Georgelin T, Jaber M, Fournier F, Laurent G, Costa-Torro F, Maurel MC, Lambert JF (2015) Stabilization of ribofuranose by a mineral surface. Carbohydr Res 402:241\u2013244","journal-title":"Carbohydr Res"},{"key":"9472_CR13","doi-asserted-by":"publisher","first-page":"217","DOI":"10.1038\/338217a0","volume":"338","author":"G.F. Joyce","year":"1989","unstructured":"Joyce GF (1989) RNA evolution and the origins of life. Nature 338:217\u2013224","journal-title":"Nature"},{"key":"9472_CR14","doi-asserted-by":"publisher","first-page":"902","DOI":"10.1126\/science.1188697","volume":"329","author":"H.J. Kim","year":"2010","unstructured":"Kim HJ, Benner SA (2010) Comment on \"the silicate-mediated formose reaction: bottom-up synthesis of sugar silicates\". Science 329:902","journal-title":"Science"},{"key":"9472_CR15","doi-asserted-by":"publisher","first-page":"9457","DOI":"10.1021\/ja201769f","volume":"133","author":"H. Kim","year":"2011","unstructured":"Kim H, Ricardo A, Illangkoon HI, Kim MJ, Carrigan MA, Frye F, Benner SA (2011) Synthesis of carbohydrates in mineral-guided prebiotic cycles. J Am Chem Soc 133:9457\u20139468","journal-title":"J Am Chem Soc"},{"key":"9472_CR16","doi-asserted-by":"publisher","first-page":"9611","DOI":"10.1021\/ja031748v","volume":"126","author":"J.B. Lambert","year":"2004","unstructured":"Lambert JB, Lu G, Singer SR, Kolb VM (2004) Silicate complexes of sugars in aqueous solution. J Am Chem Soc 126:9611\u20139625","journal-title":"J Am Chem Soc"},{"key":"9472_CR17","doi-asserted-by":"publisher","first-page":"984","DOI":"10.1126\/science.1182669","volume":"327","author":"J.B. Lambert","year":"2010","unstructured":"Lambert JB, Gurusamy-Thangavelu SA, Ma KBA (2010) The silicate-mediated formose reaction: bottom-up synthesis of sugar silicates. Science 327:984\u2013986","journal-title":"Science"},{"key":"9472_CR18","doi-asserted-by":"publisher","first-page":"8158","DOI":"10.1073\/pnas.92.18.8158","volume":"92","author":"R. Larralde","year":"1995","unstructured":"Larralde R, Robertson MP, Miller SL (1995) Rates of decomposition of ribose and other sugars: implications for chemical evolution. Proc Natl Acad Sci U S A 92:8158\u20138160","journal-title":"Proc Natl Acad Sci U S A"},{"key":"9472_CR19","doi-asserted-by":"publisher","first-page":"3089","DOI":"10.1021\/ja00427a005","volume":"98","author":"R.E. Lenkinski","year":"1976","unstructured":"Lenkinski RE, Reuben J (1976) Studies of the binding of calcium and lanthanum ions to D-lyxose and D-ribose in aqueous solutions using proton magnetic resonance. J Am Chem Soc 98:3089\u20133094","journal-title":"J Am Chem Soc"},{"key":"9472_CR20","doi-asserted-by":"publisher","first-page":"4503","DOI":"10.1021\/ac050258d","volume":"77","author":"Q. Li","year":"2005","unstructured":"Li Q, Ricardo A, Benner SA, Winefordner JD, Powell DH (2005) Desorption\/ionization on porous silicon mass spectrometry studies on pentose-borate complexes. Anal Chem 77:4503\u20134508","journal-title":"Anal Chem"},{"key":"9472_CR21","doi-asserted-by":"publisher","first-page":"173","DOI":"10.1016\/S0065-2318(08)60250-4","volume":"29","author":"T. Mizuno","year":"1974","unstructured":"Mizuno T, Weiss AH (1974) Synthesis and utilization of formose sugars. Adv Carbohydr Chem Biochem 29:173\u2013229","journal-title":"Adv Carbohydr Chem Biochem"},{"key":"9472_CR22","doi-asserted-by":"publisher","first-page":"76","DOI":"10.1016\/j.ijms.2009.09.012","volume":"289","author":"F. Pepi","year":"2010","unstructured":"Pepi F, Garzoli S, Tata A, Giacomello P (2010) Low-energy collisionally activated dissociation of pentose-borate complexes. Int J Mass Spectrom 289:76\u201383","journal-title":"Int J Mass Spectrom"},{"key":"9472_CR23","doi-asserted-by":"publisher","first-page":"15","DOI":"10.1007\/3-540-44422-X_2","volume-title":"Glycoscience: epimerization, isomerization and rearrangement reactions of carbohydrates","author":"P. Petrus","year":"2001","unstructured":"Petrus P, Petrusova M, Hricoviniva Z (2001) The b\u00edlik reaction. In: Stutz AE (ed) Glycoscience: epimerization, isomerization and rearrangement reactions of carbohydrates. Springer-Verlag, Berlin, pp. 15\u201342"},{"key":"9472_CR24","doi-asserted-by":"publisher","first-page":"183","DOI":"10.1126\/science.210.4466.183","volume":"210","author":"J.P. Pinto","year":"1980","unstructured":"Pinto JP, Gladstone GR, Yung YL (1980) Photochemical production of formaldehyde in earths primitive atmosphere. Science 210:183\u2013184","journal-title":"Science"},{"key":"9472_CR25","first-page":"667","volume":"4","author":"B.E. Prieur","year":"2001","unstructured":"Prieur BE (2001) \u00c9tude de l\u2019activit\u00e9 pr\u00e9biotique potentielle de l\u2019acide borique. C. R. Acad. Sci. Paris, Chimie\/Chemistry 4:667\u2013670","journal-title":"Paris, Chimie\/Chemistry"},{"key":"9472_CR26","doi-asserted-by":"publisher","first-page":"196","DOI":"10.1126\/science.1092464","volume":"303","author":"A. Ricardo","year":"2004","unstructured":"Ricardo A, Carrigan MA, Olcott AN, Benner SA (2004) Borate minerals stabilize ribose. Science 303:196\u2013196","journal-title":"Science"},{"key":"9472_CR27","first-page":"103","volume-title":"Horizons in biochemistry","author":"A. Rich","year":"1962","unstructured":"Rich A (1962) On the problems of evolution and biochemical information transfer. In: Kasha M, Pullman B (eds) Horizons in biochemistry. Academic Press, New York, pp. 103\u2013126"},{"key":"9472_CR28","doi-asserted-by":"publisher","first-page":"101","DOI":"10.1007\/BF00166245","volume":"36","author":"A.W. Schwartz","year":"1993","unstructured":"Schwartz AW, Degraaf RM (1993) The prebiotic synthesis of carbohydrates: a reassessment. J Mol Evol 36:101\u2013106","journal-title":"J Mol Evol"},{"key":"9472_CR29","doi-asserted-by":"publisher","first-page":"1","DOI":"10.1007\/s11084-005-0562-1","volume":"36","author":"R. Scorei","year":"2006","unstructured":"Scorei R, Cimpoiasu VM (2006) Boron enhances the thermostability of carbohydrates. Orig Life Evol Biosph 36:1\u201311","journal-title":"Orig Life Evol Biosph"},{"key":"9472_CR30","doi-asserted-by":"publisher","first-page":"71","DOI":"10.1007\/BF01808782","volume":"18","author":"R. Shapiro","year":"1988","unstructured":"Shapiro R (1988) Prebiotic ribose synthesis: a critical analysis. Orig Life Evol Biosph 18:71\u201385","journal-title":"Orig Life Evol Biosph"},{"key":"9472_CR31","doi-asserted-by":"publisher","first-page":"9990","DOI":"10.1002\/chem.200800961","volume":"14","author":"J.E. \u0160poner","year":"2008","unstructured":"\u0160poner JE, Sumpter BG, Leszczynski J, \u0160poner J, Fuentes-Cabrera M (2008) Theoretical study on the factors controlling the stability of the borate complexes of ribose, arabinose, lyxose, and xylose. Chem Eur J 14:9990\u20139998","journal-title":"Chem Eur J"},{"issue":"78","key":"9472_CR32","doi-asserted-by":"publisher","first-page":"3671","DOI":"10.1039\/f19827803671","volume":"1","author":"M.C.R. Symons","year":"1982","unstructured":"Symons MCR, Benbow JA, Pelmore H (1982) Study of calcium ion binding to D-ribose in aqueous solutions using hydroxy-proton resonance shifts. J Chem Soc Faraday Trans 1(78):3671\u20133677","journal-title":"J Chem Soc Faraday Trans"},{"key":"9472_CR33","doi-asserted-by":"publisher","first-page":"115","DOI":"10.1089\/ast.2010.0508","volume":"11","author":"A. Vazquez-Mayagoitia","year":"2011","unstructured":"Vazquez-Mayagoitia A, Horton SR, Sumpter BG, Sponer J, Sponer JE, Fuentes-Cabrera M (2011) On the stabilization of ribose by silicate minerals. Astrobiology 11:115\u2013121","journal-title":"Astrobiology"},{"key":"9472_CR34","doi-asserted-by":"publisher","first-page":"2268","DOI":"10.1246\/bcsj.66.2268","volume":"66","author":"R. Yanagihara","year":"1993","unstructured":"Yanagihara R, Soeda K, Shiina S, Osanai S, Yoshikawa S (1993) C-2 epimerization of aldoses by calcium ion in basic solutions: a simple system to transform D-glucose and D-xylose into D-mannose and D-lyxose. Bull Chem Soc Jpn 66:2268\u20132272","journal-title":"Bull Chem Soc Jpn"}],"container-title":["Origins of Life and Evolution of Biospheres"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1007\/s11084-015-9472-z.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/link.springer.com\/article\/10.1007\/s11084-015-9472-z\/fulltext.html","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/link.springer.com\/content\/pdf\/10.1007\/s11084-015-9472-z","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"},{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1007\/s11084-015-9472-z.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,1,2]],"date-time":"2024-01-02T11:03:13Z","timestamp":1704193393000},"score":1,"resource":{"primary":{"URL":"https:\/\/link.springer.com\/10.1007\/s11084-015-9472-z"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2015,11,11]]},"references-count":34,"journal-issue":{"issue":"2-3","published-print":{"date-parts":[[2016,6]]}},"alternative-id":["9472"],"URL":"https:\/\/doi.org\/10.1007\/s11084-015-9472-z","relation":{},"ISSN":["0169-6149","1573-0875"],"issn-type":[{"value":"0169-6149","type":"print"},{"value":"1573-0875","type":"electronic"}],"subject":[],"published":{"date-parts":[[2015,11,11]]},"assertion":[{"value":"21 July 2015","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"28 October 2015","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"11 November 2015","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"This content has been made available to all.","name":"free","label":"Free to read"}]}}