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The synthesis of P 1-[11-(anthracen-9-ylmethoxy)undecyl]-P 2-(2-acetamido-2-deoxy-α-D-glucopyranosyl) diphosphate and the study of its acceptor properties in the enzymatic reaction catalyzed by a D-rhamnosyltransferase from Pseudomonas aeruginosa

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Abstract

P 1-[11-(anthracen-9-ylmethoxy)undecyl]-P 2-(2-acetamido-2-deoxy-α-D-glucopyranosyl) diphosphate, a fluorescent derivative of undecyl diphosphate 2-acetamido-2-deoxyglucose, was chemically synthesized. The ability of the compound to serve as acceptor substrate for the transfer of D-rhamnose residue by D-rhamnosyltransferase WbpZ from Pseudomonas aeruginosa PAO1 was demonstrated.

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Abbreviations

Ant:

anthracen-9-yl

References

  1. Montoya-Peleaz, P.J., Riley, J.G., Szarek, W.A., Valvano, M.A., Schutzbach, J.S., and Brockhausen, I., Bioorgan. Med. Chem. Lett, 2005, vol. 15, pp. 1205–1211.

    Article  CAS  Google Scholar 

  2. Danilov, L.L., Veselovsky, V.V., Balagurova, N.M., and Druzhinina, T.N., Russ. J. Bioorgan. Chem., 2009, vol. 35, pp. 301–302.

    Article  Google Scholar 

  3. Druzhinina, T.N., Danilov, L.L., Torgov, V.I., Utkina, N.S., Balagurova, N.M., Veselovsky, V.V., and Chizhov, A.O., Carbohydr. Res., 2010, vol. 345, pp. 2636–2640.

    Article  CAS  PubMed  Google Scholar 

  4. Utkina, N.S., Danilov, L.L., Druzhinina, T.N., and Veselovsky, V.V., Russ. J. Bioorg. Chem., 2010, vol. 36, pp. 783–785.

    Article  CAS  Google Scholar 

  5. Utkina, N.S., Danilov, L.L., Veselovsky, V.V., Torgov, V.I., and Druzhinina, T.N., Russ. J. Bioorg. Chem., 2012, vol. 38, pp. 412–416.

    Article  CAS  Google Scholar 

  6. Vinnikova, A.N., Utkina, N.S., Danilov, L.L., Torgov, V.I., Druzhinina, T.N., and Veselovsky, V.V., Russ. J. Bioorg. Chem., 2013, vol. 39, pp. 87–91.

    Article  CAS  Google Scholar 

  7. Gao, Y., Liu B., Strum S., Schutzbach, J.S., Druzhinina, T.N., Utkina, N.S., Torgov, V.I., Danilov, L.L., Veselovsky, V.V., Vlahakis, J.Z., Szarek, W.A., Wang, L., and Brockhausen, I., Glycobiology, 2012, vol. 22, pp. 1092–1102.

    Article  CAS  PubMed  Google Scholar 

  8. Vinnikova, A.N., Druzhinina, T.N., Danilov, L.L., Utkina, N.S., Torgov, V.I., Veselovsky, V.V., Wang, S., Liu, B., Wang, L., and Brockhausen, I., Carbohydr. Res., 2013, vol. 366, pp. 17–24.

    Article  CAS  PubMed  Google Scholar 

  9. Danilov, L.L., Balagurova, N.M., Vinnikova, A.N., Utkina, N.S., Torgov, V.I., Kalinchuk, N.A., Druzhinina, T.N., and Veselovsky, V.V., Russ. J. Bioorgan. Chem., 2014, vol. 40, pp. 89–96.

    Article  CAS  Google Scholar 

  10. Wang, S., Tanaka, H., Hindsgaul, O., Lam, J.S., and Brockhausen, I., Bioorg. Med. Chem. Lett., 2013, vol. 366, pp. 3491–3495.

    Article  Google Scholar 

  11. Danilov, L.L., Maltsev, S.D., Shibaev, V.N., and Kochetkov, N.K., Carbohydr. Res., 1981, vol. 88, pp. 203–211.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, Moscow, 119991, Russia

    A. N. Vinnikova, V. I. Torgov, N. S. Utkina, V. V. Veselovsky, T. N. Druzhinina & L. L. Danilov

  2. Department of Medicine, and Department of Biomedical and Molecular Sciences, Queen’s University, Kingston, Ontario, Canada, K7L 3N6

    S. Wang & I. Brockhausen

Authors
  1. A. N. Vinnikova
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  2. V. I. Torgov
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  3. N. S. Utkina
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  4. V. V. Veselovsky
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  5. T. N. Druzhinina
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  6. S. Wang
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  7. I. Brockhausen
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  8. L. L. Danilov
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Corresponding author

Correspondence to N. S. Utkina.

Additional information

Original Russian Text © A.N. Vinnikova, V.I. Torgov, N.S. Utkina, V.V. Veselovsky, T.N. Druzhinina, S. Wang, I. Brockhausen, L.L. Danilov, 2015, published in Bioorganicheskaya Khimiya, 2015, Vol. 41, No. 1, pp. 121–123.

The article was translated by the authors.

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Vinnikova, A.N., Torgov, V.I., Utkina, N.S. et al. The synthesis of P 1-[11-(anthracen-9-ylmethoxy)undecyl]-P 2-(2-acetamido-2-deoxy-α-D-glucopyranosyl) diphosphate and the study of its acceptor properties in the enzymatic reaction catalyzed by a D-rhamnosyltransferase from Pseudomonas aeruginosa . Russ J Bioorg Chem 41, 105–107 (2015). https://doi.org/10.1134/S106816201501015X

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  • DOI: https://doi.org/10.1134/S106816201501015X

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