15851-57-7Relevant academic research and scientific papers
ENZYMATIC ENANTIOSELECTIVE HYDROLYSIS OF 2,2-DIMETHYL-1,3-DIOXOLANE-4-CARBOXYLIC ESTERS
Pottie, M.,Eycken, J. Van der,Vandewalle, M.,Dewanckele, J. M.,Roeper, H.
, p. 5319 - 5322 (2007/10/02)
2,2-dimethyl-1,3-dioxolane-4-carboxylic acid derived chiral building blocks were prepared from substituted α,β-unsaturated acids with high enantiomeric purities by enzymatic hydrolysis of their n.butyl esters.
Intermediates for preparing optically active carboxylic acids
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, (2008/06/13)
A process is described for preparing optically active alpha-arylalkanoic acids consisting of rearranging an optically active ketal of formula STR1 in which the substituents have the meaning given in the description of the invention.
Kinetics and Mechanism of the Oxidation of Unsaturated Carboxylic Acids by Methyltributylammonium Permanganate in Methylene Chloride Solutions
Perez-Benito, Joaquin F.,Lee, Donald G.
, p. 3239 - 3243 (2007/10/02)
The product obtained when permanganate is reduced by unsaturated carboxylic acids under anhydrous conditions is manganese(III).The rate of reaction, which is subject to acid catalysis, exhibits a Hammet ρ value of 1.11 and inverse secondary isotope effects (kH/kD = 0.96-0.98) when the hydrogens on the double bond are replaced by deuterium.The involvement of a free-radical process is indicated by the formation of polymer during the oxidation of acrylic and methacrylic acids.The reaction is believed to be initiated by formation of an organometallic complex in which the double bond is a η2 ligand on manganese.Rearrangement of this complex results in the formation of a reactive manganate(V) cyclic diester, which undergoes a rapid (free-radical) reduction to manganese(III).
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.
