ISSN:
0170-2041
Keywords:
Artificial phosphodiesterase
;
Naphthalene, 1,8-disubstituted
;
Molecular Recognition
;
Staphylococcal nuclease, model of
;
Enzymes
;
Amidinium phosphate
;
Ion-Pair Complexes
;
Guanidine
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Supramolecular Phosphoryl Transfer Reactions Mediated by Amidinium Phosphate Ion-Pair ComplexesIn order to build up simplified synthetic models of staphylococcal nuclease two derivatives of 8-phenylnaphthalene-1-carboxamidine equipped with nucleophilic side chains have been prepared (1,2). After protonation these amidinium alcohols bind phosphodiester anions via hydrogen bonds and react within the ion-pair complexes to give zwitterionic products 27 and 28. The rate accelerations (DMF, 30°C) compared to the phosphorylation of noncharged alcohols are 2700-fold (2) and 930-fold (1).
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199419941106
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