Nucleophilic addition and subsequent oxime-assisted ester hydrolysis of diethyl .beta.-ketopropylphosphonate

1978 ◽  
Vol 43 (15) ◽  
pp. 3011-3015 ◽  
Author(s):  
Peter Livant ◽  
Michael Cocivera
Keyword(s):  
Nucleophilic Addition ◽  
Ester Hydrolysis ◽  
Hydrolysis Of

ChemInform Abstract: KINETICS OF THE METAL ION CATALYZED ESTER HYDROLYSIS OF O-ACETYL DI-2-PYRIDYL KETOXIME

1985 ◽  
Vol 16 (51) ◽  
Author(s):  
J. SUH ◽  
M. P. SUH ◽  
J. D. LEE
Keyword(s):  
Metal Ion ◽  
Ester Hydrolysis ◽  
Kinetics Of ◽  
Hydrolysis Of

Reaktionsbeteiligung von Phosphonester-Nachbargruppen bei Amindehydrierungen / Participation of Phosphonate Neighbour Groups with Dehydrogenations of Amines

1988 ◽  
Vol 43 (12) ◽  
pp. 1662-1671 ◽  
Author(s):  
Hans Möhrle ◽  
Wolfgang Vetter
Keyword(s):  
Reaction Mechanisms ◽  
Ester Hydrolysis ◽  
Hydrolysis Of

Abstract Aminomethanephosphonate. Mercury EDTA Dehydrogenation. Lactam. Formamide, Aminoalkylation Aminophosphonates 1-5 are dehydrogenated with mercury EDTA to the corresponding lactams 6-9 and surprisingly to the formamide derivative 10, The different rate of ester hydrolysis of these acylamine compounds, the steric requirements and the reaction mechanisms are dis-cussed.

scholarly journals Promiscuity of Carbonic Anhydrase II. Unexpected Ester Hydrolysis of Carbohydrate-Based Sulfamate Inhibitors

2011 ◽  
Vol 133 (45) ◽  
pp. 18452-18462 ◽  
Author(s):  
Marie Lopez ◽  
Hoan Vu ◽  
Conan K. Wang ◽  
Maarten G. Wolf ◽  
Gerrit Groenhof ◽  
...  
Keyword(s):  
Carbonic Anhydrase ◽  
Ester Hydrolysis ◽  
Carbonic Anhydrase Ii ◽  
Hydrolysis Of

scholarly journals Concurrent Neutral Ester Hydrolysis and Bromine Displacement in the Hydrolysis of Bromomethyl Chloroacetate.

1972 ◽  
Vol 26 ◽  
pp. 1326-1336
Author(s):  
Nils J. Cleve ◽  
Per Olav Kristiansen ◽  
Lars Henriksen ◽  
S. Liaaen-Jensen ◽  
Sigfrid Svensson
Keyword(s):  
Ester Hydrolysis ◽  
Hydrolysis Of

scholarly journals Kinetics of the hydrolysis of N-benzoyl-l-serine methyl ester catalysed by bromelain and by papain. Analysis of modifier mechanisms by lattice nomography, computational methods of parameter evaluation for substrate-activated catalyses and consequences of postulated non-productive binding in bromelain- and papain-catalysed hydrolyses

1974 ◽  
Vol 141 (2) ◽  
pp. 365-381 ◽  
Author(s):  
Christopher W. Wharton ◽  
Athel Cornish-Bowden ◽  
Keith Brocklehurst ◽  
Eric M. Crook
Keyword(s):  
Methyl Ester ◽  
Dissociation Constant ◽  
Computational Methods ◽  
Rate Constant ◽  
Guanidine Hydrochloride ◽  
Ester Hydrolysis ◽  
Binary Complex ◽  
Substrate Activation ◽  
Hydrolysis Of ◽  
Ester Substrate

1. N-Benzoyl-l-serine methyl ester was synthesized and evaluated as a substrate for bromelain (EC 3.4.22.4) and for papain (EC 3.4.22.2). 2. For the bromelain-catalysed hydrolysis at pH7.0, plots of [S0]/vi (initial substrate concn./initial velocity) versus [S0] are markedly curved, concave downwards. 3. Analysis by lattice nomography of a modifier kinetic mechanism in which the modifier is substrate reveals that concave-down [S0]/vi versus [S0] plots can arise when the ratio of the rate constants that characterize the breakdown of the binary (ES) and ternary (SES) complexes is either less than or greater than 1. In the latter case, there are severe restrictions on the values that may be taken by the ratio of the dissociation constants of the productive and non-productive binary complexes. 4. Concave-down [S0]/vi versus [S0] plots cannot arise from compulsory substrate activation. 5. Computational methods, based on function minimization, for determination of the apparent parameters that characterize a non-compulsory substrate-activated catalysis are described. 6. In an attempt to interpret the catalysis by bromelain of the hydrolysis of N-benzoyl-l-serine methyl ester in terms of substrate activation, the general substrate-activation model was simplified to one in which only one binary ES complex (that which gives rise directly to products) can form. 7. In terms of this model, the bromelain-catalysed hydrolysis of N-benzoyl-l-serine methyl ester at pH7.0, I=0.1 and 25°C is characterized by Km1 (the dissociation constant of ES)=1.22±0.73mm, k (the rate constant for the breakdown of ES to E+products, P)=1.57×10-2±0.32×10-2s-1, Ka2 (the dissociation constant that characterizes the breakdown of SES to ES and S)=0.38±0.06m, and k′ (the rate constant for the breakdown of SES to E+P+S)=0.45±0.04s-1. 8. These parameters are compared with those in the literature that characterize the bromelain-catalysed hydrolysis of α-N-benzoyl-l-arginine ethyl ester and of α-N-benzoyl-l-arginine amide; Km1 and k for the serine ester hydrolysis are somewhat similar to Km and kcat. for the arginine amide hydrolysis and Kas and k′ for the serine ester hydrolysis are somewhat similar to Km and kcat. for the arginine ester hydrolysis. 9. A previous interpretation of the inter-relationships of the values of kcat. and Km for the bromelain-catalysed hydrolysis of the arginine ester and amide substrates is discussed critically and an alternative interpretation involving substantial non-productive binding of the arginine amide substrate to bromelain is suggested. 10. The parameters for the bromelain-catalysed hydrolysis of the serine ester substrate are tentatively interpreted in terms of non-productive binding in the binary complex and a decrease of this type of binding by ternary complex-formation. 11. The Michaelis parameters for the papain-catalysed hydrolysis of the serine ester substrate (Km=52±4mm, kcat.=2.80±0.1s-1 at pH7.0, I=0.1, 25.0°C) are similar to those for the papain-catalysed hydrolysis of methyl hippurate. 12. Urea and guanidine hydrochloride at concentrations of 1m have only small effects on the kinetic parameters for the hydrolysis of the serine ester substrate catalysed by bromelain and by papain.

ChemInform Abstract: Nucleophilic Addition to Olefins. Part 13. Kinetics of Hydrolysis of Benzylidene-1,3-indandione

1986 ◽  
Vol 17 (10) ◽  
Author(s):  
C. F. BERNASCONI ◽  
A. LAIBELMAN ◽  
J. L. ZITOMER
Keyword(s):  
Nucleophilic Addition ◽  
Kinetics Of Hydrolysis ◽  
Kinetics Of ◽  
Hydrolysis Of
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