A caged metabolic precursor for DT-diaphorase-responsive cell labeling

Ruibo Wang; Kaimin Cai; Hua Wang; Chen Yin; Jianjun Cheng

doi:10.1039/C8CC01715H

A caged metabolic precursor for DT-diaphorase-responsive cell labeling

Ruibo Wang,^a Kaimin Cai,^a Hua Wang,^a Chen Yin^b and Jianjun Cheng*^a^c^d^e^f^g

Author affiliations

* Corresponding authors

^a Department of Materials Science and Engineering, University of Illinois at Urbana-Champaign, Urbana, USA
E-mail: Jianjunc@illinois.edu

^b Department of Chemistry, Tsinghua University, Beijing, China

^c Frederick Seitz Materials Research Laboratory, University of Illinois at Urbana–Champaign, Urbana, USA

^d Department of Bioengineering, University of Illinois at Urbana–Champaign, Urbana, USA

^e Beckman Institute for Advanced Science and Technology, University of Illinois at Urbana–Champaign, Urbana, USA

^f Department of Chemistry, University of Illinois at Urbana–Champaign, Urbana, USA

^g Carl R. Woese Institute for Genomic Biology, University of Illinois at Urbana–Champaign, Urbana, USA

Abstract

In this study, we report incorporation of a covalent linker at the anomeric position of N-azidoacetylmannosamine (ManNAz) for caging its metabolic process. We synthesized a DT-diaphorase-responsive metabolic precursor, HQ-NN-AAM, using an optimized linker. The caged metabolite showed responsiveness to DT-diaphorase in vitro, resulting in metabolic incorporation of an azido sugar into the cell surface in multiple cell lines.

Supplementary files

Publication details

The article was received on 01 Mar 2018, accepted on 03 Apr 2018 and first published on 03 Apr 2018

Article type: Communication

DOI: 10.1039/C8CC01715H

Citation: Chem. Commun., 2018,54, 4878-4881

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A caged metabolic precursor for DT-diaphorase-responsive cell labeling

R. Wang, K. Cai, H. Wang, C. Yin and J. Cheng, Chem. Commun., 2018, 54, 4878
DOI: 10.1039/C8CC01715H
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Chemical Communications

A caged metabolic precursor for DT-diaphorase-responsive cell labeling

Abstract

Supplementary files

Publication details

A caged metabolic precursor for DT-diaphorase-responsive cell labeling

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