79451-14-2Relevant academic research and scientific papers
α-Aminoalkylphosphonates as a tool in experimental optimisation of P1 side chain shape of potential inhibitors in S1 pocket of leucine- and neutral aminopeptidases
Drag, Marcin,Grembecka, Jolanta,Pawelczak, Malgorzata,Kafarski, Pawel
, p. 764 - 771 (2007/10/03)
The synthesis and biological activity studies of the series of structurally different α-aminoalkylphosphonates were performed in order to optimise the shape of the side chain of the potential inhibitors in S1 pocket of leucine aminopeptidase [E.C.3.4.11.1]. Analysis of a series of compounds with aromatic, aliphatic and alicyclic P1 side chains enabled to find out the structural features, optimal for that fragment of inhibitors of LAP. The most active among all investigated compounds were the phosphonic analogues of homo-tyrosine (Ki = 120:nM) and homo-phenylalanine (Ki = 140:nM), which even as racemic mixtures were better inhibitors in comparison with the best till now-phosphonic analogue of l-leucine (230 nM). Additional comparison of the inhibitory activity obtained for aminopeptidase N (APN, E.C.3.4.11.2) give insight into structural preferences of both enzymes.
STUDIES ON ORGANOPHOSPHORUS COMPOUNDS. 94. SYNTHESES OF 1-HYDRAZINO- AND 2-HYDRAZINO-ALKYLPHOSPHONIC ACIDS AND DERIVATIVES THEREOF
Yuan, Chengye,Chen, Shoujun,Xie, Rongyuan,Feng, Hanzhen,Maier, Ludwig
, p. 115 - 124 (2007/10/03)
A series of 1-hydrazino- and 2-hydrazino-alkyl (aryl) phosphonic acids and their derivatives were prepared from the corresponding hydrazono compounds by treatment with sodium cyanoborohydride or with the borane-tetrahydrofuran complex, respectively. - Key words: Hydrazino-, hydrazono-alkylphosphonates; sodium cyanoborohydride; borane-tetrahydrofuran complex
ORGANIC PHOSPHORUS COMPOUNDS 97. SYNTHESIS AND PROPERTIES OF 1-AMINO-2-ARYL- AND 2-PYRIDYL-ETHYLPHOSPHONIC ACIDS AND DERIVATIVES
Maier, Ludwig,Diel, Peter J.
, p. 15 - 28 (2007/10/02)
1-Amino-2-(o, m, and p-pyridyl)-ethylphosphonic acids, 5α, 5β and 5γ, have been prepared by alkylation of benzylideneaminomethylphosphonate, followed by hydrogenation and hydrolysis, whereas 1-amino-2-(o, m, and p-methoxyphenyl)-ethylphosphonic acids, 5i,
