scholarly journals Hydrolysis of esters and dialkyl malonates mediated by t-BuNH2/LiBr/alcohol/H2O

2021 ◽  
Vol 8 (16) ◽  
pp. 119-125
Author(s):  
Uriel Maldonado-Ortega ◽  
Nayely Trejo-Carbajal ◽  
Manuel Jonathan Fragoso-Vázquez ◽  
Maricruz Sánchez-Zavala ◽  
Myriam Meléndez-Rodríguez ◽  
...  
Keyword(s):  
Hydrolysis Of Esters ◽  
Hydrolysis Of

Se describe una metodología eficiente y sencilla para la hidrólisis de ésteres y monohidrólisis de malonatos de dialquilo con el uso de t-BuNH2/MeOH/H2O con y sin LiBr. El método es de aplicación general debido a que los ésteres de Me, Et, i-Pr, t-Bu, Bn y alilo se hidrolizan adecuadamente para dar los ácidos carboxílicos correspondientes en excelentes rendimientos. El alcance del procedimiento se exploró para la desprotección de monoésteres alifáticos, aromáticos e insaturados, así como de malonatos de dialquilo. Las reacciones son, en general, muy limpias, dan rendimientos altos y no se obtienen subproductos. La selectividad del método se demostró mediante la hidrólisis de ésteres en presencia de un grupo protector N-Boc.

The Effects of Amines on the Esterase Activities of Thrombin and Thrombokinase and on Several Clotting Tests

1974 ◽  
Vol 31 (02) ◽  
pp. 309-318
Author(s):  
Phyllis S Roberts ◽  
Raphael M Ottenbrite ◽  
Patricia B Fleming ◽  
James Wigand
Keyword(s):  
Choline Chloride ◽  
Polymerization Process ◽  
Ammonium Bromide ◽  
Bovine Thrombin ◽  
One Stage ◽  
Human Proteins ◽  
Rate Of Hydrolysis ◽  
The One ◽  
Hydrolysis Of Esters ◽  
Hydrolysis Of

Summary1. Choline chloride, 0.1 M (in 0.25 M Tris. HCl buffer, pH 7.4 or 8.0, 37°), doubles the rate of hydrolysis of TAME by bovine thrombokinase but has no effect on the hydrolysis of this ester by either human or bovine thrombin. Only when 1.0 M or more choline chloride is present is the hydrolysis of BAME by thrombokinase or thrombin weakly inhibited. Evidence is presented that shows that these effects are due to the quaternary amine group.2. Tetramethyl ammonium bromide or chloride has about the same effects on the hydrolysis of esters by these enzymes as does choline chloride but tetra-ethyl, -n.propyl and -n.butyl ammonium bromides (0.1 M) are stronger accelerators of the thrombokinase-TAME reaction and they also accelerate, but to a lesser degree, the thrombin-TAME reaction. In addition, they inhibit the hydrolysis of BAME by both enzymes. Their effects on these reactions, however, do not follow any regular order. The tetraethyl compound is the strongest accelerator of the thrombokinase-TAME reaction but the tetra-ethyl and -butyl compounds are the strongest accelerators of the thrombin-TAME reaction. The ethyl and propyl compounds are the best (although weak) inhibitors of the thrombokinase-BAME and the propyl compound of the thrombin-BAME reactions.3. Tetra-methyl, -ethyl, -n.propyl and -n.butyl ammonium bromides (0.01 M) inhibit the clotting of fibrinogen by thrombin (bovine and human proteins) at pH 7.4, imidazole or pH 6.1, phosphate buffers and they also inhibit, but to a lesser degree, a modified one-stage prothrombin test. In all cases the inhibition increases regularly as the size of the alkyl group increases from methyl to butyl. Only the ethyl com pound (0.025 M but not 0.01 M), however, significantly inhibits the polymerization of bovine fibrin monomers. It was concluded that inhibition of the fibrinogen-thrombin and the one-stage tests by the quaternary amines is not due to any effect of the com pounds on the polymerization process but probably due to inhibition of thrombin’s action on fibrinogen by the quaternary amines.

scholarly journals The α-Chymotrypsin-catalyzed Hydrolysis of Esters of α-Amino Acids

1972 ◽  
Vol 247 (18) ◽  
pp. 5746-5752
Author(s):  
Ferenc J. Kézdy ◽  
Satya P. Jindal ◽  
Myron L. Bender
Keyword(s):  
Amino Acids ◽  
Hydrolysis Of Esters ◽  
Hydrolysis Of

Bi(III) as New Catalyst for the Selective Hydrolysis of Esters

1997 ◽  
Vol 38 (17) ◽  
pp. 2981-2984 ◽  
Author(s):  
Véronique Le Boisselier ◽  
Michèle Postel ◽  
Elisabet Duñach
Keyword(s):  
Selective Hydrolysis ◽  
Hydrolysis Of Esters ◽  
Hydrolysis Of

Accelerated hydrolysis of esters catalyzed by receptors, II. Degradation of RNA by polyvinylpyrrolidone

1999 ◽  
Vol 66 (1) ◽  
pp. 121-126
Author(s):  
Sung-Sik You ◽  
Hyeong-Won Ryu ◽  
Young Cho ◽  
Dae-Young Kim ◽  
Thong-Sung Ko
Keyword(s):  
Hydrolysis Of Esters ◽  
Hydrolysis Of

Kinetic Study of Hydrolysis of Benzoates. Part XXV. Ortho Substituent Effect in Alkaline Hydrolysis of Phenyl Esters of Substituted Benzoic Acids in Water

2006 ◽  
Vol 71 (1) ◽  
pp. 107-128 ◽  
Author(s):  
Vilve Nummert ◽  
Mare Piirsalu ◽  
Vahur Mäemets ◽  
Ilmar Koppel
Keyword(s):  
Acid Hydrolysis ◽  
Alkaline Hydrolysis ◽  
Substituent Effect ◽  
Ethyl Esters ◽  
Benzoic Acids ◽  
Neat Water ◽  
Substituted Benzoic Acids ◽  
Hydrolysis Of Esters ◽  
Hydrolysis Of

The second-order rate constants k2 for alkaline hydrolysis of phenyl esters of meta-, para- and ortho-substituted benzoic acids, X-C6H4CO2C6H5 (X = H, 3-Cl, 3-NO2, 3-CH3, 4-NO2, 4-Cl, 4-F, 4-CH3, 4-OCH3, 4-NH2, 2-NO2, 2-CN, 2-F, 2-Cl, 2-Br, 2-I, 2-CH3, 2-OCH3, 2-CF3, 2-NH2), and of substituted phenyl esters of benzoic acid, C6H5CO2C6H4-X (X = 2-I, 2-CF3, 2-C(CH3)3, 4-Cl, 4-CH3, 4-OCH3, 4-NH2), have been measured spectrophotometrically in water at 25 °C. The substituent effect in alkaline hydrolysis of phenyl esters of para-substituted benzoic acids, similar to that for ethyl esters of para-substituted benzoic acids, was found to be precisely described by the Hammett relationship (ρ = 1.7 in water). The log k value for alkaline hydrolysis of phenyl and ethyl esters of meta-, para- and ortho-substituted benzoic acids, X-C6H4CO2R, was nicely correlated with log km,p,ortho = log ko + (ρ)m,pσ + (ρI)orthoσI + (ρ°R)orthoσ°R + δorthoEsB where σ, σI, σ°R are the Hammett polar, Taft inductive and Taft resonance (σ°R = σ° - σI) substituent constants, respectively. EsB is the steric scale for ortho substituents calculated on the basis of the log k values for the acid hydrolysis of ortho- substituted phenyl benzoates in water owing to the ortho substituent in the phenyl of phenyl benzoates. In water, the main factors responsible for changes in the ortho substituent effect in alkaline hydrolysis of phenyl and ethyl esters of ortho-substituted benzoic acids, X-C6H4CO2R, were found to be the inductive and steric factors while the role of the resonance term was negligible ((ρ°R)ortho ca. 0.3). In alkaline hydrolysis of substituted benzoates in neat water, the ortho inductive effect appeared to be 1.5 times and steric influence 2.7 times higher than the corresponding influences from the ortho position in the phenyl of phenyl benzoates. The contributions of the steric effects in alkaline hydrolysis of esters of ortho-substituted benzoic acids was found to be approximately the same as in acid hydrolysis of esters of ortho-substituted benzoic and acid esterification of ortho-substituted benzoic acids.

The Effects of Surfactants on Lipase-Catalysed Hydrolysis of Esters: Activities and Stereoselectivity

Biocatalysis ◽  
1994 ◽  
Vol 11 (3) ◽  
pp. 191-221 ◽  
Author(s):  
Stephen Bornemann ◽  
David H. G. Crout ◽  
Howard Dalton ◽  
David W. Hutchinson
Keyword(s):  
Hydrolysis Of Esters ◽  
Hydrolysis Of
Sign in / Sign up

Export Citation Format

Share Document