Catechol as a nucleophilic catalyst of peptide bond formation.
The aminolysis of a mildly activated aminoacid ester, benzyloxycarbonyl-L-phenylalanine cyanomethyl ester, by glycine esters in the presence of catechol has been studied as a model of catalysis by RNA cis-vicinal-diol systems in protein biosynthesis. Catechol accelerated the aminolysis, especially in the presence of bases, probably by nucleophilic catalysis.
Ivanova
Gabriela
G
Laboratory of BioCatalysis, Institute of Organic Chemistry, Bulgarian Academy of Sciences, Sofia.
Bratovanova
Emilia
E
Petkov
Dimiter
D
D002384:Catalysis; D002396:Catechols / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D007700:Kinetics; D008956:Models, Chemical; D010455:Peptides / Q000737:chemistry*; D010649:Phenylalanine / Q000031:analogs & derivatives / Q000737:chemistry; D011485:Protein Binding; D013997:Time Factors
D002396:Catechols; D010455:Peptides; C461640:benzyloxycarsbonylphenylalanine cyanomethyl ester; D010649:Phenylalanine; C034221:catechol