6546-31-2Relevant academic research and scientific papers
Palladium-catalyzed regioselective arylation of imidazo[1,2-b][1,2,4] triazine: Synthesis of an α2/3-selective GABA agonist
Gauthier Jr., Donald R.,Limanto, John,Devine, Paul N.,Desmond, Richard A.,Szumigala Jr., Ronald H.,Foster, Bruce S.,Volante
, p. 5938 - 5945 (2007/10/03)
A convergent, practical, and efficient synthesis of 2′,6-difluoro- 5′-[3-(1-hydroxy-1-methylethy)-imidazo[1,2-b][1,2,4]triazin-7-yl] biphenyl-2-carbonitrile (1), an orally active GABAA dag-selective agonist, is described. The seven-step, chromatography-fr
Structure-Activity Studies with the αβ-Dihydroxyacid Dehydratase of Salmonella typhimurium
Armstrong, Frank B.,Lipscomb, Elizabeth L.,Crout, David H. G.,Morgan, Phillip J.
, p. 691 - 696 (2007/10/02)
(2RS,3RS)- and (2RS,3SR)-2,3-Dihydroxybutanoic acids, (2R,3R)-2,3-dihydroxy-3-methylpentanoic acid, (2RS)-2-ethyl-2,3-dihydroxypentanoic acid, (2RS,3RS)- and (2RS,3SR)-2,3-dihydroxy-3-methylhexanoic acids, and (2RS,3RS)- and (2RS,3SR)-2,3-dihydroxy-3-methylheptanoic acids were synthesised.These acids, as well as (RS)-2,3-dihydroxy-3-methylbutanoic acid and (RS)-glyceric acid were tested as substrates for the αβ-dihydroxyacid dehydratase of the isoleucine-valine biosynthetic pathway of Salmonella typhimurium.For acids having a propyl group at C-3, the activities were greatly reduced compared with those obtained for the natural substrates (2R,3R)-2,3-dihydroxy-3-methylpentanoic acid and (R)-2,3-dihydroxy-3-methylbutanoic acid .For acids having an n-butyl substituent at C-3, the activities were close to zero. (2RS,3SR)-2,3-Dihydroxybutanoic acid (threo isomer) underwent dehydration at a rate comparable with that of (2R,3R)-DHI, the natural substrate in the isoleucine pathway, whereas the (2RS,3RS)-acid (erythro-isomer) had much lower activity and (RS)-glyceric acid had even less activity.These results illustrate differences in the alkyl group requirements with respect to the areas of the binding site of the enzyme that accomodate the C-3 substituents.They also demonstrate the size limits of the alkyl groups that can be accomodated in substrate analogues.
