Enantioselective ester hydrolysis catalyzed by beta-cyclodextrin conjugated with beta-hairpin peptides.
Designed cyclodextrin-peptide conjugates, which have one or two beta-hairpin peptides, have been synthesized as catalysts for ester hydrolysis. One or two beta-hairpin peptides were located at the primary hydroxyl group side of beta-cyclodextrin so as to arrange two histidine residues that act as a general acid and a general base catalysts and provide the substrate recognition subsite. Kinetic studies revealed that the two-beta-hairpin peptide was more effective than that of the one-beta-hairpin peptide for substrate recognition.
Tsutsumi
Hiroshi
H
Department of Bioengineering, Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259Nagatsuta, Midori-ku, Yokohama 226-8501, Japan.
Ikeda
Hiroshi
H
Mihara
Hisakazu
H
Ueno
Akihiko
A
D002273:Carcinogens / Q000737:chemistry* / Q000378:metabolism*; D002384:Catalysis; D002942:Circular Dichroism; D003505:Cyclodextrins / Q000737:chemistry* / Q000378:metabolism*; D004952:Esters / Q000378:metabolism*; D006639:Histidine / Q000378:metabolism; D006868:Hydrolysis; D007700:Kinetics; D015394:Molecular Structure; D010446:Peptide Fragments / Q000737:chemistry* / Q000378:metabolism*; D011487:Protein Conformation; D013237:Stereoisomerism; D013379:Substrate Specificity; D047392:beta-Cyclodextrins
D002273:Carcinogens; D003505:Cyclodextrins; D004952:Esters; D010446:Peptide Fragments; D047392:beta-Cyclodextrins; D006639:Histidine; C031215:betadex