(±)-methyl mandelate
(±)-methyl mandelate structure
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Common Name | (±)-methyl mandelate | ||
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| CAS Number | 4358-87-6 | Molecular Weight | 166.174 | |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 258.1±0.0 °C at 760 mmHg | |
| Molecular Formula | C9H10O3 | Melting Point | 54-58ºC | |
| MSDS | Chinese USA | Flash Point | 113.1±14.5 °C | |
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Hydrolysis of triacetin catalyzed by immobilized lipases: Effect of the immobilization protocol and experimental conditions on diacetin yield
Enzyme Microb. Technol. 48 , 510-517, (2011) The effect of the immobilization protocol and some experimental conditions (pH value and presence of acetonitrile) on the regioselective hydrolysis of triacetin to diacetin catalyzed by lipases has been studied. Lipase B from Candida antarctica (CALB) and lip... |
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Esters of mandelic acid as substrates for (S)-mandelate dehydrogenase from Pseudomonas putida: implications for the reaction mechanism.
Biochemistry 43(7) , 1883-90, (2004) (S)-Mandelate dehydrogenase (MDH) from Pseudomonas putida is a flavin mononucleotide (FMN)-dependent enzyme that oxidizes (S)-mandelate to benzoylformate. In this work, we show that the ethyl and methyl esters of (S)-mandelic acid are substrates for MDH. Alth... |
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Generation of the enol of methyl mandelate by flash photolysis of methyl phenyldiazoacetate in aqueous solution and study of rates of ketonization of this enol in that medium.
J. Org. Chem. 65(4) , 1175-80, (2000) Flash photolysis of methyl phenyldiazoacetate in aqueous solution produced phenylcarbomethoxycarbene, whose hydration generated a short-lived transient species that was identified as the enol isomer of methyl mandelate. This assignment is supported by the sha... |
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Theoretical study on chiral recognition mechanism of methyl mandelate enantiomers on permethylated β-cyclodextrin.
J. Mol. Model. 18(2) , 803-13, (2012) Host-guest interactions of permethylated β-cyclodextrin (PM-β-CD) with methyl mandelate enantiomers ((R/S)-MMA) were simulated using semiempirical PM3 and ONIOM (B3LYP/6-31G(d):PM3) method. The chiral recognition mechanism of (R/S)-MMA enantiomers on PM-β-CD ... |
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Calculations of the energy distribution from perturbation peak data—A new tool for characterization of chromatographic phases
J. Chromatogr. A. 1203(2) , 177-84, (2008) The calculation of the adsorption energy distribution (AED) was recently introduced as an important tool for the chromatographic community for characterization of modern phases. The AED-calculations, provides model-independent information about the numbers of... |
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Compensation of the enantioselectivity-activity trade-off in the directed evolution of an esterase from Rhodobacter sphaeroides by site-directed saturation mutagenesis.
Appl. Microbiol. Biotechnol. 97(8) , 3355-62, (2013) Despite directed evolution being a practical and efficient method of improving the properties of enzymes, a trade-off between the targeted property and other essential properties often exists which hinders the efficiency of directed evolution. In our previous... |
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Integration of newly isolated biocatalyst and resin-based in situ product removal technique for the asymmetric synthesis of (R)-methyl mandelate.
Bioprocess Biosyst. Eng. 33(7) , 797-804, (2010) The enantioselective reduction of methyl benzoylformate to (R)-methyl mandelate, an important pharmaceutical intermediate and a versatile resolving agent, was investigated in this study. After minimizing the reaction-specific constraints (constraints dependen... |
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Enantiomer separation of mandelates and their analogs on cyclodextrin derivative chiral stationary phases by capillary GC.
Anal. Sci. 17(10) , 1183-7, (2001) Enantiomer separation of mandelates and their analogs, which are important intermediates in asymmetric synthetic and pharmaceutical chemistry, was investigated by capillary gas chromatography using different cyclodextrin derivative chiral stationary phases (C... |
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Screening and immobilization Burkholderia sp. GXU56 lipase for enantioselective resolution of (R,S)-methyl mandelate.
Appl. Biochem. Biotechnol. 149(1) , 79-88, (2008) Microorganisms producing lipase were isolated from soil and sewage samples and screened for enantioselective resolution of (R,S)-methyl mandelate to (R)-mandelic acid. A strain designated as GXU56 was obtained and identified as Burkholderia sp. Preparing immo... |