Intramolecular catalysis of ester hydrolysis by metal complexed hydroxide ion. Acyl oxygen bond scission in cobalt(2+) and nickel(2+) carboxylic acid complexes

1977 ◽  
Vol 99 (16) ◽  
pp. 5341-5356 ◽  
Author(s):  
Michael A. Wells ◽  
Thomas C. Bruice
1977 ◽  
Vol 165 (3) ◽  
pp. 575-580 ◽  
Author(s):  
B Bartholomew ◽  
K S Dodgson ◽  
G W J Matcham ◽  
D J Shaw ◽  
G F White

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.


Author(s):  
Gillian A. Acum ◽  
Martin J. Mays ◽  
Paul R. Raithby ◽  
Harold R. Powell ◽  
Gregory A. Solan

2003 ◽  
Vol 22 (9-10) ◽  
pp. 917-925 ◽  
Author(s):  
S. H. Hilal ◽  
S. W. Karickhoff ◽  
L. A. Carreira ◽  
B. P. Shrestha

1990 ◽  
Vol 112 (23) ◽  
pp. 8593-8595 ◽  
Author(s):  
Brian A. Vaartstra ◽  
William E. Streib ◽  
Kenneth G. Caulton

ChemInform ◽  
2013 ◽  
Vol 44 (26) ◽  
pp. no-no
Author(s):  
Marie Reille-Seroussi ◽  
Raphael Labruere ◽  
Nicolas Inguimbert ◽  
Sylvain Broussy ◽  
Nathalie Gagey-Eilstein ◽  
...  

Sign in / Sign up

Export Citation Format

Share Document