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The synthesis of 11-[(2-pyridyl)amino]- and 11-[(9-anthracenylcarbonyl)amino]undecyl phosphate and the study of their acceptor properties in the enzymatic reaction catalyzed by Salmonella galactosyl phosphotransferases

Abstract

Undecyl phosphate derivatives with new fluorescent labels, 11-[(2-pyridyl)amino]undecyl phosphate and 11-[(9-anthracenylcarbonyl)amino]undecyl phosphate, were synthesized. These compounds were shown to be acceptor substrates of the galactosyl phosphate residue in the enzymatic reaction catalyzed by galactosyl phosphotransferase from Salmonella anatum or Salmonella newport membrane preparations.

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Abbreviations

DBU:

1,8-diazabicyclo[5.4.0]undec-7-ene

DHP:

3,4-dihydro-2H-pyran

PCC:

pyridinium chlorochromate

PPTS:

pyridinium p-toluenesulfonate

Thp:

2-tetrahy-dropyranyl

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Correspondence to N. S. Utkina.

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Original Russian Text © L.L. Danilov, N.M. Balagurova, A.N. Vinnikova, N.S. Utkina, V.I. Torgov, N.A. Kalinchuk, T.N. Druzhinina, V.V. Veselovsky, 2014, published in Bioorganicheskaya Khimiya, 2014, Vol. 40, No. 1, pp. 99–107.

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Danilov, L.L., Balagurova, N.M., Vinnikova, A.N. et al. The synthesis of 11-[(2-pyridyl)amino]- and 11-[(9-anthracenylcarbonyl)amino]undecyl phosphate and the study of their acceptor properties in the enzymatic reaction catalyzed by Salmonella galactosyl phosphotransferases. Russ J Bioorg Chem 40, 89–96 (2014). https://doi.org/10.1134/S1068162014010038

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  • DOI: https://doi.org/10.1134/S1068162014010038

Keywords

  • O-antigen biosynthesis
  • 11-[(9-anthracenylcarbonyl)amino]undecyl phosphate
  • galactosyl phosphotransferase
  • 11-[(2-pyridyl)amino]undecyl phosphate
  • Salmonella anatum
  • Salmonella newport