Hydrolysis of n-(pivaloyloxy)-p-acetotoluidide: nitrogen-oxygen bond cleavage reactions of a model proximate carcinogen

1985 ◽  
Vol 50 (24) ◽  
pp. 4884-4888 ◽  
Author(s):  
Michael Novak ◽  
Ajit K. Roy
Keyword(s):  
Bond Cleavage ◽  
Cleavage Reactions ◽  
Hydrolysis Of ◽  
Oxygen Bond

scholarly journals A novel mechanism of enzymic ester hydrolysis. Inversion of configuration and carbon-oxygen bond cleavage by secondary alkylsulphohydrolases from detergent-degrading micro-organisms

1977 ◽  
Vol 165 (3) ◽  
pp. 575-580 ◽  
Author(s):  
B Bartholomew ◽  
K S Dodgson ◽  
G W J Matcham ◽  
D J Shaw ◽  
G F White
Keyword(s):  
Bond Cleavage ◽  
Hydrolytic Enzymes ◽  
Ester Hydrolysis ◽  
Enzymic Hydrolysis ◽  
Hydrolysis Products ◽  
Bond Scission ◽  
Micro Organisms ◽  
Hydrolysis Of ◽  
Oxygen Bond ◽  
Comamonas Terrigena

The hydrolysis was studied of potassium (+)-octan-2-yl sulphate by two analogous, optically stereospecific, secondary alkylsulphohydrolases purified from two detergent-degrading micro-organisms, Comamonas terrigena and Pseudomonas C12B. Polarimetry studies have shown that (+)-octan-2-yl sulphate prepared from (+)-octan-2-ol is hydrolysed by both enzymes to yield (-)-octan-2-ol. This inversion of configuration implies that the enzymes are catalysing the scission of the C-O bond of the C-O-S linkage, a type of bond scission apparently not hitherto encountered among hydrolytic enzymes acting on ester bonds. Enzymic hydrolysis of potassium (+)-octan-2-yl sulphate in the presence of H218O and analysis of hydrolysis products for the presence of 18O has confirmed that C-O bond scission (and not O-S bond scission) occurs with both enzymes.

ChemInform Abstract: Carbon-Oxygen Bond-Cleavage Reactions by Electron Transfer. Part 4. Electrochemical and Alkali-Metal Reductions of Phenoxynaphthalenes.

ChemInform ◽  
1989 ◽  
Vol 20 (29) ◽  
Author(s):  
T. A. THORNTON ◽  
G. A. ROSS ◽  
D. PATIL ◽  
K. MUKAIDA ◽  
J. O. WARWICK ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Alkali Metal ◽  
Bond Cleavage ◽  
Cleavage Reactions ◽  
Oxygen Bond

Carbon-oxygen bond-cleavage reactions by electron transfer. 4. Electrochemical and alkali-metal reductions of phenoxynaphthalenes

1989 ◽  
Vol 111 (7) ◽  
pp. 2434-2440 ◽  
Author(s):  
Todd A. Thornton ◽  
Gerald A. Ross ◽  
Dilip Patil ◽  
Kenichi Mukaida ◽  
Jeffrey O. Warwick ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Alkali Metal ◽  
Bond Cleavage ◽  
Cleavage Reactions ◽  
Oxygen Bond
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