5458-06-0Relevant articles and documents
Synthesis of 7,6-fused bicyclic lactams for use as beta-turn mimics
Morales, Omar,Seide, Wesley,Watson, Samuel
, p. 965 - 973 (2007/10/03)
An improved synthesis of the 7,6-fused bicyclic lactam is presented starting from readily available chiral starting materials. (S)-allylglycine is protected as the phthalimide derivative and coupled with (S)-2-amino-6- hydroxyhexanoic acid methyl ester. Oxidation of the hydroxyl group to the aldehyde followed by enamide synthesis and acyl iminium ion cyclization provide the bicyclic system as a single diastereomer in good overall yield. Copyright Taylor & Francis Group, LLC.
THE BIOCHEMICAL BASIS FOR THE DELETERIOUS EFFECTS OF L-CANAVANINE
Rosenthal, Gerald A.
, p. 1055 - 1058 (2007/10/02)
L-Cavanine, L-2-amino-4-(guanidinooxy)butyric acid, is a potentially toxic analogue of L-arginine.Canavanine-sensitive organism activate and aminoacylate this non-protein amino acid and thereby create structurally aberrant, canavanine-containing proteins.Incorporation of canavanine into protein can alter the conformation and disrupt the function of the native macromolecule.Production of functionally impaired, canavanyl proteins affects developmental processes and contributes significantly to the expression of canavanine's potent antimetabolic properties in insects.Key Word Index: Canavalia ensiformis; Leguminosae; L-canavanine; non-protein amino acid; toxicity; canavanyl proteins; insects.
