Azido-galactose outperforms azido-mannose for metabolic labeling and targeting of hepatocellular carcinoma

Hua Wang, Yang Liu, Ming Xu, Jianjun Cheng

Research output: Contribution to journalArticle

Abstract

Metabolic glycoengineering of unnatural monosaccharides provides a facile method to label cancer cells with chemical tags for glycan imaging and cancer targeting. Multiple types of monosaccharides have been utilized for metabolic cell labeling. However, the comparison of different types of monosaccharides in labeling efficiency and selectivity has not been reported. In this study, we compared N-azidoacetylgalactosamine (GalAz) and N-azidoacetylmannosamine (ManAz) for metabolic labeling of HepG2 hepatocellular carcinoma in vitro and in vivo. GalAz showed higher labeling efficiency at low concentrations, and outperformed ManAz in metabolic labeling of HepG2 tumors in vivo. GalAz mediated labeling of HepG2 tumors with azido groups significantly improved the tumor accumulation of dibenzocyclooctyne (DBCO)-Cy5 and DBCO-doxorubicin conjugate via efficient Click chemistry. This study, for the first time, uncovered the distinct labeling efficiency and selectivity of different unnatural monosaccharides in liver cancers.

Original languageEnglish (US)
Pages (from-to)4166-4173
Number of pages8
JournalBiomaterials Science
Volume7
Issue number10
DOIs
StatePublished - Oct 2019

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Mannose
Galactose
Labeling
Monosaccharides
Tumors
Liver
Doxorubicin
Polysaccharides
Labels
Cells
Imaging techniques

ASJC Scopus subject areas

  • Biomedical Engineering
  • Materials Science(all)

Cite this

Azido-galactose outperforms azido-mannose for metabolic labeling and targeting of hepatocellular carcinoma. / Wang, Hua; Liu, Yang; Xu, Ming; Cheng, Jianjun.

In: Biomaterials Science, Vol. 7, No. 10, 10.2019, p. 4166-4173.

Research output: Contribution to journalArticle

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