14464-68-7Relevant articles and documents
Asymmetric synthesis, biological activity and molecular docking studies of some unsaturated α-amino acids, derivatives of glycine, allylglycine and propargylglycine
Hayriyan, Liana A.,Karapetyan, Ani J.,Minasyan, Ella V.,Mkrtchyan, Anna F.,Paloyan, Ani M.,Panosyan, Henrik A.,Poghosyan, Artavazd S.,Saghyan, Ashot S.,Sahakyan, Lusine Yu.,Sargsyan, Armen S.,Tovmasyan, Anna S.,Tsaturyan, Avetis H.
, (2020/02/18)
New enantiomerically enriched unsaturated tailor-made amino acids have been obtained. As a starting amino acid synthon for the asymmetric synthesis of tailor-made unsaturated amino acids, Ni(II) square-planar complexes of Schiff's bases of propargylglycine, allylglycine and glycine with chiral auxiliary (S)-2-N-(N’-benzylprolyl)-aminobenzophenone ((S)-BPB) were used. The Cα-alkylation of propargylglycine, allylglycine and glycine moieties resulted in the asymmetric synthesis of novel (S)-α-propargylglycine, (S)-α-allylglycine and glycine derivatives containing an aromatic group in the side chain (de 80–95,5%). After purification and cleavage of the metal complexes, the amino acids were isolated in high enantiomeric purity (ee >99%). Of the obtained seven tailor-made amino acids four showed inhibitory activity to collagenase G. The amino acid with an acetylene bond in the side chain (IC50 = 1.29 ± 0.02 mM) had the best result. Molecular docking showed that the amino acids with activity to collagenase G contained hydrogen and π-π bonds with the enzyme.
Preparation of (R)-Phenylalanine Analogues by Enantioselective Destruction Using L-Amino Acid Oxidase
Pirrung, Michael C.,Krishnamurthy, N.
, p. 957 - 958 (2007/10/02)
-
Synthesis and antifertility activity of 4- and 5-(omega-arylalkyl) oxazolidinethiones.
Lednicer,Emmert
, p. 1258 - 1262 (2007/10/05)
-
