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...

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Veröffentlicht in:	Organic letters 2010-04, Vol.12 (7), p.1608-1611
Hauptverfasser:	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:	Artikel
Sprache:	eng
Schlagworte:	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
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Zusammenfassung:	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