Transesterification of phosphodiester by a zinc-containing cyclen derivative
Identification of the active species
- authored by
- Markus Kalesse, Andrea Loos
- Abstract
The active site analogue 2 of alkaline phosphatase was synthesized and its hydrolytic activity was tested. Efficient hydrolysis was observed at pH > 8 at various concentrations of the hydrolytic species. The cyclic phosphate 3 derived from transesterification could be identified by 31P-NMR spectroscopy. A comparison of the hydrolysis results with the species distribution curve revealed the ZnL-OH species as the active complex. The complex stability constant (log KZnL) of ligand 7 was determined to be 13.7 (± 0.5). K′ for the hydrolysis of the p-nitrophenyl phosphate ester of propylene glycol (1) with 2 (0.02 M, pH = 8.35) is 1.5 × 10-3 s-1 at 50°C.
- Organisation(s)
-
Institute of Organic Chemistry
- Type
- Article
- Journal
- Liebigs Annales
- Pages
- 935-939
- No. of pages
- 5
- ISSN
- 0947-3440
- Publication date
- 06.1996
- Publication status
- Published
- Peer reviewed
- Yes
- ASJC Scopus subject areas
- General Chemistry
- Electronic version(s)
-
https://doi.org/10.1002/jlac.199619960611 (Access:
Unknown)