Synthesis and Evaluation of a New Fluorescent Transglycosylase Substrate: Lipid II-Based Molecule Possessing a Dansyl-C20 Polyprenyl Moiety

The preparation of a novel fluorescent lipid II-based substrate for transglycosylases (TGases) is described. This substrate has characteristic structural features including a shorter lipid chain, a fluorophore tag at the end of the lipid chain rather than on the peptide chain, and no labeling with a...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2010-04, Vol.12 (7), p.1608-1611
Main Authors: Liu, Chen-Yu, Guo, Chih-Wei, Chang, Yi-Fan, Wang, Jen-Tsung, Shih, Hao-Wei, Hsu, Yu-Fang, Chen, Chia-Wei, Chen, Shao-Kang, Wang, Yen-Chih, Cheng, Ting-Jen R, Ma, Che, Wong, Chi-Huey, Fang, Jim-Min, Cheng, Wei-Chieh
Format: Article
Language:English
Subjects:
Bambermycins - pharmacology
Enzyme Inhibitors - pharmacology
Fluorescence
Glycosyltransferases - antagonists & inhibitors
Glycosyltransferases - metabolism
Molecular Structure
Polyisoprenyl Phosphates - chemical synthesis
Polyisoprenyl Phosphates - chemistry
Polyisoprenyl Phosphates - metabolism
Structure-Activity Relationship
Substrate Specificity
Uridine Diphosphate N-Acetylmuramic Acid - analogs & derivatives
Uridine Diphosphate N-Acetylmuramic Acid - chemistry
Uridine Diphosphate N-Acetylmuramic Acid - metabolism
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The preparation of a novel fluorescent lipid II-based substrate for transglycosylases (TGases) is described. This substrate has characteristic structural features including a shorter lipid chain, a fluorophore tag at the end of the lipid chain rather than on the peptide chain, and no labeling with a radioactive atom. This fluorescent substrate is readily utilized in TGase activity assays to characterize TGases and also to evaluate the activities of TGase inhibitors.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol100338v