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Analogs of coenzymes of carbohydrate metabolism

Communication 11. Synthesis of uridine diphosphate 6-deoxyglucose

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Conditions for the synthesis and isolation of 6-deoxy-α-D-glucopyranosyl phosphate have been developed.

  2. 2.

    The synthesis ofuridine-5′-diphosphate-6″-deoxy-α-D-glucopyranose — the first synthetic analog of uridine diphosphate glucose containing a deoxy sugar residue — has been effected.

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Literature cited

  1. E. I. Budwosky, T. N. Druzhinina, G. I. Eliseeva, N. D. Gabrielyan, N. K. Kochetkov, M. A. Novikova, V. N. Shibaev, and G. L. Zhdanov, Biochim. et Biophys. Acta,122, 213 (1966); N. K. Kochetkov, É. I. Budovskii, and V. N. Shibaev, Biokhimiya,28, 741 (1963).

    Google Scholar 

  2. N. K. Kochetkov, E. I. Budowsky, N. D. Gabrielyan, Yu. Yu. Kusov, and V. N. Shibaev, Carbohydrate Research,5, 367 (1967).

    Google Scholar 

  3. W. L. Salo, Y. H. Nordin, D. P. Peterson, R. D. Bevill, and S. Kirkwood, Biochim. et Biophys. Acta,151, 484 (1968).

    Google Scholar 

  4. Y. J. Strominger, E. S. Maxwell, Y. Axelrod, and N. M. Kalckar, J. Biol. Chem.,224, 79 (1957).

    Google Scholar 

  5. E. Hardegger and R. M. Montavon, Helv. Chim. Acta,29, 1199 (1946).

    Google Scholar 

  6. N. K. Kochetkov and A. I. Usov, Izv. Akad. Nauk SSSR, Ser. Khim.,1963, 1243.

  7. N. K. Kochetkov and A. I. Usov, Izv. Akad. Nauk SSSR, Ser. Khim.,1964, 475.

  8. N. K. Kochetkov, L. I. Kudryashov, and A. I. Usov, Dokl. Akad. Nauk SSSR,133, 1094 (1960).

    Google Scholar 

  9. N. K. Kochetkov, L. I. Kudryashov, A. I. Usov, and B. A. Dmitriev, Zh. Obshch. Khim.,31, 3303 (1960).

    Google Scholar 

  10. N. Y. Antia and R. W. Watson, J. Amer. Chem. Soc.,80, 6134 (1958).

    Google Scholar 

  11. T. Posternak and Y. P. Rosselet, Helv. Chim. Acta,36, 1614 (1953).

    Google Scholar 

  12. K. Antonakis, Compt. Rend.,258, 3511 (1964).

    Google Scholar 

  13. Z. Dische and L. B. Shettles, J. Biol. Chem.,175, 595 (1948).

    Google Scholar 

  14. V. M. Peshkova and M. I. Gromova, Practical Handbook on Spectrophotometry and Colorimetry [in Russian], Izd-vo MGU (1961), p. 147.

  15. P. Perchemlides, T. Osawa, E. A. Davidson, and R. W. Yeanloz, Carbohydrate Research,3, 463 (1967).

    Google Scholar 

  16. S. Rosemann, Y. Distler, J. Moffatt, and H. Khorana, J. Amer. Chem. Soc.,83, 659 (1961).

    Google Scholar 

  17. N. K. Kochetkov, É. I. Budovskii, V. N. Shibaev, and K. S. Lebedeva, Izv. Akad. Nauk SSSR, Ser. Khim.,1969, 897.

  18. É. I. Budovskii and V. N. Shibaev, Voprosy Med. Khim.,13, 554 (1967).

    Google Scholar 

  19. J. T. Park and M. J. Johnson, J. Biol. Chem.,181, 149 (1949).

    Google Scholar 

  20. A. I. Khorlin, V. I. Snyatkova, V. P. Evdakov, and E. K. Shlekova, Izv. Akad. Nauk SSSR, Ser. Khim.,1966, 2207.

  21. J. T. Edward and D. M. Waldroon, J. Chem Soc.,1952, 3631.

  22. C. S. Hanes and F. A. Isherwood, Nature,164, 1107 (1949).

    Google Scholar 

  23. F. Micheel, Ber.,133, 347, 755 (1930).

    Google Scholar 

  24. J. Compton, J. Amer. Chem. Soc.,60, 395 (1938).

    Google Scholar 

  25. W. L. Glen, G. S. Myers, and G. A. Grant, J. Chem. Soc.,1951, 2568.

  26. S. R. Landauer and H. N. Rydon, J. Chem. Soc.,1953, 2224.

  27. T. Posternak, J. Amer. Chem. Soc.,72, 4824 (1950).

    Google Scholar 

  28. J. G. Moffat and H. G. Khorana, J. Amer. Chem. Soc.,83, 649 (1961).

    Google Scholar 

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Authors and Affiliations

  1. Institute of the Chemistry of Natural Compounds, Academy of Sciences of the USSR, USSR

    N. K. Kochetkov, É. I. Budovskii, V. N. Shibaev & Yu. Yu. Kusov

Authors
  1. N. K. Kochetkov
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  2. É. I. Budovskii
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  3. V. N. Shibaev
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  4. Yu. Yu. Kusov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1136–1143, May, 1969.

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Kochetkov, N.K., Budovskii, É.I., Shibaev, V.N. et al. Analogs of coenzymes of carbohydrate metabolism. Russ Chem Bull 18, 1037–1043 (1969). https://doi.org/10.1007/BF00922867

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  • DOI: https://doi.org/10.1007/BF00922867

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