Doklady Physical Chemistry

, Volume 479, Issue 1–2, pp 57–60 | Cite as

Formation of Chiral Structures in UV-Initiated Formose Reaction

  • S. V. Stovbun
  • A. A. Skoblin
  • A. M. Zanin
  • V. A. Tverdislov
  • O. P. Taran
  • V. N. Parmon
Physical Chemistry


It has been found that the UV-initiated formose reaction in an extremely concentrated aqueous solution of formaldehyde gives sugars and other biologically significant chiral compounds with sp3-hybridized carbon atom. The reaction leads to an optically active condensed phase, which is a result of the spontaneous spatial separation of enantiomers in the racemate into the antipodes, similarly to the separation of enantiomers of different chirality sign in the famous Pasteur experiments. In our opinion, such a scenario is as close as possible to the actually realized de novo scenario of synthesis of chiral prebiotic molecules and matrices.


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  1. 1.
    Gol’danskii, V.I. and Kuz’min, V.V., Usp. Fiz. Nauk, 1989, vol. 157, no. 1, pp. 3–50.CrossRefGoogle Scholar
  2. 2.
    Safronov, V. S., Evolyutsiya doplanetnogo oblaka i obrazovanie Zemli i planet (Evolution of the Preplanet Cloud and Formation of the Earth and Planets), Moscow, 1969.Google Scholar
  3. 3.
    Butlerov, A.M., K istorii proizvodnykh metilena, Sochineniya (To the History of Methylene Derivatives, Works), Moscow: Izd. Akademii Nauk SSSR, 1953, vol. 1, pp. 63–67.Google Scholar
  4. 4.
    Khomenko, T.I., Sakharov, M.M., and Golovina, O.A. Usp. Khim., 1980, vol. 49, pp. 1079–1105.CrossRefGoogle Scholar
  5. 5.
    Pestunova, O.P., Simonov, A.N., Snytnikov, V.N., and Parmon, V.N., in Biosphere Origin and Evolution, Berlin: Springer, 2008, pp. 103–118.CrossRefGoogle Scholar
  6. 6.
    Delidovich, I.V., Simonov, A.N., Taran, O.P., and Parmon, V.N., ChemSusChem., 2014, vol. 7, no. 7, pp. 1833–1846.CrossRefGoogle Scholar
  7. 7.
    Socha, R.F., Weiss, A.H., and Sakharov, M.M., J. Catal., 1981, vol. 67, pp. 207–217.CrossRefGoogle Scholar
  8. 8.
    Simonov, A.N., Pestunova, O.P., Matvienko, L.G., and Parmon, V. N., Kinet. Katal., 2007, vol. 48, no. 2, pp. 261–270.CrossRefGoogle Scholar
  9. 9.
    Irie, A., Carbohydr. Res., 1989, vol. 190, pp. 23–28.CrossRefGoogle Scholar
  10. 10.
    Baly, E.C., Ind. Eng. Chem. 1924, vol. 16, pp. 1016–1018.CrossRefGoogle Scholar
  11. 11.
    Shigemasa, Y., Matsuda, Y., Sakazawa, C., and Matsura, T., Bull. Chem. Soc. Jpn., 1977, vol. 50, no. 1, pp. 222–226.CrossRefGoogle Scholar
  12. 12.
    Pestunova, O., Simonov, A., Snytnikov, V., Stoyanovsky, V., and Parmon, V., Adv. Space Res., 2005, vol. 36, no. 2, pp. 214–219.CrossRefGoogle Scholar
  13. 13.
    Delidovich, I.V., Taran, O.P., Simonov, A.N., Matvienko, L.G., and Parmon, V.N., Adv. Space Res., 2011, vol. 48, no. 3, pp. 441–449.CrossRefGoogle Scholar
  14. 14.
    Snytnikova, O.A., Simonov, A.N., Pestunova, O.P., Parmon, V.N., and Tsentalovich, Y.P., Mendeleev Commun., 2006, vol. 15, no. 1, pp. 9–11.CrossRefGoogle Scholar
  15. 15.
    Obolenskaya, A.V., El’nitskaya, Z.P., Leonovich, A.A., Laboratornye raboty po khimii drevesiny i tsellyulozy (Laboratory Manuals in the Chemistry of Wood and Cellulose), Moscow: Ekologiya, 1991.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • S. V. Stovbun
    • 1
  • A. A. Skoblin
    • 1
  • A. M. Zanin
    • 1
  • V. A. Tverdislov
    • 2
  • O. P. Taran
    • 3
    • 4
  • V. N. Parmon
    • 3
    • 5
    • 6
  1. 1.Semenov Institute of Chemical PhysicsRussian Academy of SciencesMoscowRussia
  2. 2.Faculty of PhysicsMoscow State UniversityMoscowRussia
  3. 3.Boreskov Institute of Catalysis, Siberian BranchRussian Academy of SciencesNovosibirskRussia
  4. 4.Novosibirsk State Technical UniversityNovosibirskRussia
  5. 5.Novosibirsk State UniversityNovosibirskRussia
  6. 6.Tomsk State UniversityTomskRussia

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