M H Kudzin

Publications (3)9.74 Total impact

• Article: 1-(N-chloroacetylamino)-alkylphosphonic acids - synthetic precursors of phosphonopeptides.

  Z H Kudzin, R Depczyński, M H Kudzin, J Drabowicz
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  ABSTRACT: General procedures of N-chloroacetylation of the representative 1-aminoalkylphosphonic acids (Gly(P), Ala(P), Val(P), Pgly(P) and Phe(P)) are described. These 1-(N-chloroacetylamino)-alkylphosphonic acids were converted into the corresponding glycylphosphonodipeptides (Gly-AA(P)) and/or related N-alkylglycylphosphonodipeptides (Me(n)Gly-AA(P)) in the course of ammonolysis/aminolysis. Physico-chemical properties of synthesized 1-(N-chloroacetylamino)-alkylphosphonic acids and phosphonodipeptides are characterized.
  Amino Acids 02/2008; 34(1):163-8. · 3.25 Impact Factor
• Article: 1-(N-trifluoroacetylamino)alkylphosphonic acids: synthesis and properties.

  Z H Kudzin, R Depczyński, M H Kudzin, J Luczak, J Drabowicz
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  ABSTRACT: The 1-(N-trifluoroacetylamino)alkylphosphonic acids (TFA-AA(P)) - sub-products in the synthesis of O,O-dialkyl 1-(N-trifluoroacetylamino)alkylphosphonates and O,O-diethyl 1-aminoalkylphosphonates, were synthesized in two-stage transformations of 1-aminoalkylphosphonic acids including: trifluoroacetylation of 1-aminoalkylphosphonic acids (AA(P)) using a trifluoroacetic anhydride/trifluoroacetic acid reagent (AA(P) + TFAA/TFA-->2) and subsequent hydrolysis of the intermediary compounds 2 into desired TFA-AA(P) (2-->TFA-AA(P)). These intermediates 2 presented mixtures of the type of mixed anhydrides of TFAA and 1-(N-trifluoroacetylamino)alkylphosphonic, pyrophosphonic and polyphosphonic acids, which underwent rapid and quantitative conversion to corresponding TFA-AA(P) during treatment with an excess of water. The title acids were isolated by direct evaporation of the corresponding post-reaction mixtures, and their physicochemical proprieties, including deacylation abilities, were determined. TFA-AA(P) compounds can be re-converted into the starting amino acids AA(P) under respectively mild conditions (AA(P)-->TFA-AA(P)-->AA(P)).
  Amino Acids 11/2007; 33(4):663-7. · 3.25 Impact Factor
• Article: 1-( N -Trifluoroacetylamino)alkylphosphonic acids: synthesis and properties

  Z. H. Kudzin, R. Depczyński, M. H. Kudzin, J. Łuczak, J. Drabowicz
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  ABSTRACT: The 1-(N-trifluoroacetylamino)alkylphosphonic acids (TFA-AAP) – sub-products in the synthesis of O,O-dialkyl 1-(N-trifluoroacetylamino)alkylphosphonates and O,O-diethyl 1-aminoalkylphosphonates, were synthesized in two-stage transformations of 1-aminoalkylphosphonic acids including: trifluoroacetylation of 1-aminoalkylphosphonic acids (AAP) using a trifluoroacetic anhydride/trifluoroacetic acid reagent (AAP + TFAA/TFA→2) and subsequent hydrolysis of the intermediary compounds 2 into desired TFA-AAP (2→TFA-AAP). These intermediates 2 presented mixtures of the type of mixed anhydrides of TFAA and 1-(N-trifluoroacetylamino)alkylphosphonic, pyrophosphonic and polyphosphonic acids, which underwent rapid and quantitative conversion to corresponding TFA-AAP during treatment with an excess of water. The title acids were isolated by direct evaporation of the corresponding post-reaction mixtures, and their physicochemical proprieties, including deacylation abilities, were determined. TFA-AAP compounds can be re-converted into the starting amino acids AAP under respectively mild conditions (AAP→TFA-AAP→AAP).
  Amino Acids 10/2007; 33(4):663-667. · 3.25 Impact Factor