Abstract
N,N′-Di-Boc-N″-triflylguanidine was demonstrated to be an efficient guanidinylation reagent for O-substituted hydroxylamines. N-(3-Aminooxypropyl)- and N-(3-aminopropoxy)guanidines, previously unknown isosteric and charge-deficient agmatine analogues, have been synthesized. The possibilities of using these compounds in studying polyamine metabolism are discussed.
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Abbreviations
- Agm:
-
agmatine (1-guanidino-4-aminobutane)
- AO-Agm:
-
N-(3-aminooxypropyl)guanidine
- ArgDC:
-
arginine decarboxylase
- GAPA:
-
N-(3-aminopropoxy)guanidine
- ODC:
-
ornithine decarboxylase
- Put:
-
putrescine (1,4-diaminobutane)
- Tf:
-
triflate (trifluoromethanesulfonate)
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Translated from Bioorganicheskaya Khimiya, Vol. 31, No. 6, 2005, pp. 645–650.
Original Russian Text Copyright © 2005 by Simonyan, Grigorenko, Vepsalainen, Khomutov.
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Simonyan, A.R., Grigorenko, N.A., Vepsalainen, J. et al. New Charge-Deficient Agmatine Analogues. Russ J Bioorg Chem 31, 583–587 (2005). https://doi.org/10.1007/s11171-005-0080-y
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DOI: https://doi.org/10.1007/s11171-005-0080-y