87137-49-3Relevant academic research and scientific papers
Chirality of the 3-hydroxy-3-methylglutaric acid moiety of fasciculic acid A, a calmodulin antagonist isolated from Naematoloma fasciculare
Nozoe,Takahashi,Ohta
, p. 1738 - 1742 (2007/10/02)
The chirality of the 3-hydroxy-3-methylglutaric acid (HMGA) moiety of fasciculic acid A (1), a calmodulin antagonist isolated from Naematoloma fasciculare, was established to be S by comparing the 1H-NMR spectrum of the L-alanylamide of HMGA de
Enantioselective Hydrolysis of 3-Hydroxy-3-methylalkanoic Acid Esters with Pig Liver Esterase
Wilson, William K.,Baca, Shawn B.,Barber, Yolanda J.,Scallen, Terence J.,Morrow, Cary J.
, p. 3960 - 3966 (2007/10/02)
Pig liver esterase has been shown to stereoselectively hydrolyze the R enantiomer of several chiral 3-hydroxy-3-methylalkanoic acid esters of the form RC(Me)(OH)CH2COOR', where R = Et, CH2=CHCH2, Me(CH2)5, (MeO)2CHCH2, and PhCH2OCH2CH2 and R'= Me or Et.The unhydrolyzed ester and the reesterified carboxylic acid were analyzed for enantiomeric purity by NMR using the chiral shift reagent Eu(hfc)3.For the compounds studied, the S enantiomers consistently showed greater induced shifts.Products of the resolution are potential intermediates in the preparation of compactin analogues having defined stereochemistry at carbon-3.These analogues will be useful in testing the hypothesis that the hypocholesterolemic activity of compactin and its analogues resides in their ability to mimic the binding of mevaldic acid coenzyme A hemithioacetal to HMG-CoA reductase but not be reduced to mevalonate.
