Facile Click-Mediated Cell Imaging Strategy of Liposomal Azido Mannosamine Lipids via Metabolic or Nonmetabolic Glycoengineering

[Image: see text] Two Ac(4)ManNAz (AAM) derivatives with octadecanoic ester (C18 ester) and octadecyl ether (C18 ether) attached to the anomeric hydroxyl groups were synthesized and used in preparation of liposomes. Both liposomes show strong cell-labeling efficiencies on MDA-MB-231 cancer cells. Th...

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Autores principales: Shen, Li, Cai, Kaimin, Yu, Jin, Cheng, Jianjun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7301605/
https://www.ncbi.nlm.nih.gov/pubmed/32566878
http://dx.doi.org/10.1021/acsomega.0c01644
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author Shen, Li
Cai, Kaimin
Yu, Jin
Cheng, Jianjun
author_facet Shen, Li
Cai, Kaimin
Yu, Jin
Cheng, Jianjun
author_sort Shen, Li
collection PubMed
description [Image: see text] Two Ac(4)ManNAz (AAM) derivatives with octadecanoic ester (C18 ester) and octadecyl ether (C18 ether) attached to the anomeric hydroxyl groups were synthesized and used in preparation of liposomes. Both liposomes show strong cell-labeling efficiencies on MDA-MB-231 cancer cells. The cell surface-anchored azide group can react with DBCO-Cy5 via Cu-free click chemistry. The two liposomes exhibit different azide placement mechanisms; C18-ether-AAM-treated cells have azido placement through direct insertion, while C18-ester-AAM-treated cells express azido more through metabolic glycoengineering.
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spelling pubmed-73016052020-06-19 Facile Click-Mediated Cell Imaging Strategy of Liposomal Azido Mannosamine Lipids via Metabolic or Nonmetabolic Glycoengineering Shen, Li Cai, Kaimin Yu, Jin Cheng, Jianjun ACS Omega [Image: see text] Two Ac(4)ManNAz (AAM) derivatives with octadecanoic ester (C18 ester) and octadecyl ether (C18 ether) attached to the anomeric hydroxyl groups were synthesized and used in preparation of liposomes. Both liposomes show strong cell-labeling efficiencies on MDA-MB-231 cancer cells. The cell surface-anchored azide group can react with DBCO-Cy5 via Cu-free click chemistry. The two liposomes exhibit different azide placement mechanisms; C18-ether-AAM-treated cells have azido placement through direct insertion, while C18-ester-AAM-treated cells express azido more through metabolic glycoengineering. American Chemical Society 2020-06-04 /pmc/articles/PMC7301605/ /pubmed/32566878 http://dx.doi.org/10.1021/acsomega.0c01644 Text en Copyright © 2020 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Shen, Li
Cai, Kaimin
Yu, Jin
Cheng, Jianjun
Facile Click-Mediated Cell Imaging Strategy of Liposomal Azido Mannosamine Lipids via Metabolic or Nonmetabolic Glycoengineering
title Facile Click-Mediated Cell Imaging Strategy of Liposomal Azido Mannosamine Lipids via Metabolic or Nonmetabolic Glycoengineering
title_full Facile Click-Mediated Cell Imaging Strategy of Liposomal Azido Mannosamine Lipids via Metabolic or Nonmetabolic Glycoengineering
title_fullStr Facile Click-Mediated Cell Imaging Strategy of Liposomal Azido Mannosamine Lipids via Metabolic or Nonmetabolic Glycoengineering
title_full_unstemmed Facile Click-Mediated Cell Imaging Strategy of Liposomal Azido Mannosamine Lipids via Metabolic or Nonmetabolic Glycoengineering
title_short Facile Click-Mediated Cell Imaging Strategy of Liposomal Azido Mannosamine Lipids via Metabolic or Nonmetabolic Glycoengineering
title_sort facile click-mediated cell imaging strategy of liposomal azido mannosamine lipids via metabolic or nonmetabolic glycoengineering
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7301605/
https://www.ncbi.nlm.nih.gov/pubmed/32566878
http://dx.doi.org/10.1021/acsomega.0c01644
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