Molecular structure of 3,4,5-trihydro-2-oxo-1,5-ethanobenzazepine and its reaction with .beta.-amino alcohols as a model for the acylation step of the serine proteases
- 1 December 1986
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 51 (25) , 4866-4872
- https://doi.org/10.1021/jo00375a020
Abstract
No abstract availableThis publication has 8 references indexed in Scilit:
- Nonplanar amide groups as ligandsJournal of the American Chemical Society, 1986
- Distorted amides as models for activated peptide N-C:O units produced during enzyme-catalyzed acyl transfer reactions. 1. The mechanism of hydrolysis of 3,4-dihydro-2-oxo-1,4-ethanoquinoline and 2,3,4,5-tetrahydro-2-oxo-1,5-ethanobenzazepineThe Journal of Organic Chemistry, 1986
- Biomimetic models for cysteine proteases. 3. Acylation of imidazolium-thiolate zwitterions by p-nitrophenylacetate as a model for the acylation step and demonstration of intramolecular general-base-catalyzed delivery of water by imidazole to thiol esters as a model for the deacylation stepJournal of the American Chemical Society, 1985
- 2-Endo-[(Dimethylamino)methyl]-3-endo-(hydroxymethyl)bicyclo[2.2.1]hept-5-ene. A model for serine esterases in the aqueous cleavage of p-nitrophenyl acetateThe Journal of Organic Chemistry, 1985
- Synthesis and evaluation of a miniature organic model of chymotrypsinBiochemical and Biophysical Research Communications, 1985
- Protonic reorganization in catalysis by serine proteases: acylation by small substratesJournal of the American Chemical Society, 1980
- Mechanisms of acylation of chymotrypsin by phenyl esters of benzoic acid and acetic acid.Journal of Biological Chemistry, 1977
- Multifunctional hydrolytic catalysisBioorganic Chemistry, 1976