fulltext.study @t Gmail

Quest for a turnover mechanism in peptide-based enzyme mimics

Paper ID Volume ID Publish Year Pages File Format Full-Text
49548 46751 2015 5 PDF Available
Title
Quest for a turnover mechanism in peptide-based enzyme mimics
Abstract

•Nine peptide enzyme mimics were designed and tested for acetylation/deacylation.•Peptides with Phe-Cys-Phe-His had significantly higher acetyl group transfer rates.•Peptide backbone bending due to Phe brings Cys and His into closer proximity.•NMR results support closer proximity of Cys and His in peptides with Phe.•Lower Cys thiol pKa supports closer proximity of Cys and His in peptides with Phe.

Creation of synthetic structures with an enzyme-like mechanism and turnover remains a significant challenge. In this study, peptides containing a cysteine thiol and histidine imidazole group were designed to mimic the active site of the cysteine protease papain. Ellman's reagent trapping experiments showed that rapid acetyl group exchange exists between the thiol and imidazole groups. This exchange rate increased significantly in peptides with bulky R-groups (phenylalanine) between the cysteine and histidine. A reduction of the cysteine thiol pKa and NMR results further supports closer proximity of the thiol and imidazole groups in peptides with faster acetyl group exchange.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide

Keywords
Synthetic peptides; Enzyme mimics; Synzymes; Papain; Proteases
First Page Preview
Quest for a turnover mechanism in peptide-based enzyme mimics
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us
Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 59, 10 January 2015, Pages 206–210
Authors
, , , , ,
Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us