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Synthesis 1999; 1999(3): 407-409
DOI: 10.1055/s-1999-3419
short paper
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Synthesis of 6-N-Biotinylaminohexyl Isopropyl Phosphorofluoridate: A Potent Tool for the Inhibition/Isolation of Serine Esterases and Proteases

Adrian P. Higson* , Michael A. J. Ferguson, Andrei V. Nikolaev
  • *Department of Chemistry, University of Dundee, DD1 4HN, UK; Fax +44(13 82)34 55 17; E-mail: avnikolaev@bad.dundee.ac.uk
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Publication Date:
31 December 1999 (online)

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6-N-Biotinylaminohexyl isopropyl phosphorofluoridate 2 was prepared by treatment of the corresponding hydrogen phosphonic diester with triethylamine trihydrofluoride and iodine. The activity of the phosphorofluoridate was tested by the inhibition of a-chymotrypsin.

biotinylated analogue of diisopropylfluorophosphate - 6-N-biotinylaminohexanol - H-phosphonate condensation - halide exchange - biotin