95691-28-4Relevant academic research and scientific papers
Synthesis of methionine- and norleucine-derived phosphinopeptides
Liboska, Radek,Pícha, Jan,Han?lová, Ivona,Budě?ínsky, Milo?,?anda, Miloslav,Jirá?ek, Ji?í
, p. 5629 - 5631 (2008)
We present herein a straightforward synthesis of N-Fmoc-protected synthons derived from a phosphinic analogue of methionine. These precursors were used successfully for the solid-phase synthesis of methionine-mimic phosphinopeptides using BOP-catalyzed coupling without protection of the phosphoryl moiety. We also prepared a new type of pseudopeptide derived from a phosphinic analogue of norleucine with a -PO(OH)-CH2-COOR moiety.
Stable organophosphorus analogues of S-adenosylmethionine and S-methylmethionine
Alferov, Kirill V.,Zhukov, Yurii N.,Khurs, Elena N.,Khomutov, Radii M.
, p. 243 - 244 (2007/10/03)
The organophosphorus analogues of the biologically significant sulfonium compounds S-adenosylmethionine and S-methylmethionine are much more stable than their carboxylic prototypes.
Synthesis of phosphinic analogs of sulfur-containing amino acids
Zhukov,Khomutov,Osipova,Khomutov
, p. 1348 - 1351 (2007/10/03)
Phosphinic analogs of the key compounds of the metabolism of methionine were synthesized. The compounds obtained were selectively oxidized either at the phosphinic group or at the sulfur-containing fragment.
1-Aminoalkylphosphonous Acids. Part 1. Isosteres of the Protein Amino Acids
Baylis, E. Keith,Campbell, Colin D.,Dingwall, John G.
, p. 2845 - 2853 (2007/10/02)
The synthesis of 1-aminoalkylphosphonous acids, isosteres of the protein amino acids, by addition of hypophosphorous acid to diphenylmethylimines is described.These analogues of glycine, alanine, valine, leucine, isoleucine, phenylalanine, tyrosine, tryptophan, serine, threonine, methionine, cysteine, cystine, glutamic acid, lysine, ornithine, arginine, and proline have been prepared and the analogues of alanine, valine, leucine, phenylalanine, and methionine resolved.The alanine, valine and methionine analogues have interesting antimicrobial activity and the alanine analogue has plant growth inhibiting properties.Oxidation of the appropriate 1-aminoalkylphosphonous acids gave the 1-aminoalkylphosphonic acid analogues of (+/-)-alanine, (-)-alanine, (+/-)-valine, (-)-valine, (+/-)-serine, (+/-)-threonine, (+/-)-lysine, (-)-leucine, and (+/-)-ornithine.
