Literature DB >> 20187630

Synthesis and evaluation of a new fluorescent transglycosylase substrate: lipid II-based molecule possessing a dansyl-C20 polyprenyl moiety.

Chen-Yu Liu1, Chih-Wei Guo, Yi-Fan Chang, Jen-Tsung Wang, Hao-Wei Shih, Yu-Fang Hsu, Chia-Wei Chen, Shao-Kang Chen, Yen-Chih Wang, Ting-Jen R Cheng, Che Ma, Chi-Huey Wong, Jim-Min Fang, Wei-Chieh Cheng.   

Abstract

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.

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Year:  2010        PMID： 20187630     DOI： 10.1021/ol100338v

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  15 in total

1.  Synthesis and shift-reagent-assisted full NMR assignment of bacterial (Z8,E2,ω)-undecaprenol.

Authors:  Mijoon Lee; Dusan Hesek; Jaroslav Zajíček; Jed F Fisher; Shahriar Mobashery
Journal:  Chem Commun (Camb)       Date:  2017-11-28       Impact factor: 6.222

2.  Synthesis and Application of Methyl N,O-Hydroxylamine Muramyl Peptides.

Authors:  Klare M Lazor; Junhui Zhou; Kristen E DeMeester; Elizabeth A D'Ambrosio; Catherine L Grimes
Journal:  Chembiochem       Date:  2019-03-21       Impact factor: 3.164

3.  N-methylimidazolium chloride-catalyzed pyrophosphate formation: application to the synthesis of Lipid I and NDP-sugar donors.

Authors:  Hirokazu Tsukamoto; Daniel Kahne
Journal:  Bioorg Med Chem Lett       Date:  2011-04-22       Impact factor: 2.823

4.  Versatile synthesis of pathogen specific bacterial cell wall building blocks.

Authors:  Lukas Martin Wingen; Christina Braun; Marvin Rausch; Harald Gross; Tanja Schneider; Dirk Menche
Journal:  RSC Adv       Date:  2022-05-18       Impact factor: 4.036

5.  Forming cross-linked peptidoglycan from synthetic gram-negative Lipid II.

Authors:  Matthew D Lebar; Tania J Lupoli; Hirokazu Tsukamoto; Janine M May; Suzanne Walker; Daniel Kahne
Journal:  J Am Chem Soc       Date:  2013-03-13       Impact factor: 15.419

6.  Tuning the moenomycin pharmacophore to enable discovery of bacterial cell wall synthesis inhibitors.

Authors:  Christian M Gampe; Hirokazu Tsukamoto; Emma H Doud; Suzanne Walker; Daniel Kahne
Journal:  J Am Chem Soc       Date:  2013-03-04       Impact factor: 15.419

7.  Lipoprotein activators stimulate Escherichia coli penicillin-binding proteins by different mechanisms.

Authors:  Tania J Lupoli; Matthew D Lebar; Monica Markovski; Thomas Bernhardt; Daniel Kahne; Suzanne Walker
Journal:  J Am Chem Soc       Date:  2013-12-17       Impact factor: 15.419

8.  Synthesis and NMR characterization of (Z,Z,Z,Z,E,E,ω)-heptaprenol.

Authors:  Dusan Hesek; Mijoon Lee; Jaroslav Zajíček; Jed F Fisher; Shahriar Mobashery
Journal:  J Am Chem Soc       Date:  2012-08-10       Impact factor: 15.419

9.  Iminosugar C-glycoside analogues of α-D-GlcNAc-1-phosphate: synthesis and bacterial transglycosylase inhibition.

Authors:  Che-Hsiung Hsu; Mathias Schelwies; Sebastian Enck; Lin-Ya Huang; Shih-Hsien Huang; Yi-Fan Chang; Ting-Jen Rachel Cheng; Wei-Chieh Cheng; Chi-Huey Wong
Journal:  J Org Chem       Date:  2014-08-29       Impact factor: 4.354

10.  Staphylococcus aureus Penicillin-Binding Protein 2 Can Use Depsi-Lipid II Derived from Vancomycin-Resistant Strains for Cell Wall Synthesis.

Authors:  Jun Nakamura; Hidenori Yamashiro; Hiroto Miya; Kenzo Nishiguchi; Hideki Maki; Hirokazu Arimoto
Journal:  Chemistry       Date:  2013-07-19       Impact factor: 5.236
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