Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acid

Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acid

Sialic acids are located at the termini of mammalian cell-surface glycostructures, which participate in essential interaction processes including adhesion of pathogens prior to infection and immunogenicity. Here we present the synthesis and bioorthogonal metabolic incorporation of the sialic acid an...

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Bibliographic Details
Main Authors: Arne Homann, Riaz-ul Qamar, Sevnur Serim, Petra Dersch, Jürgen Seibel
Format: Article
Language:English
Published: Beilstein-Institut 2010-03-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
bioorthogonal metabolic glycoengineering
click chemistry
sialic acid
Online Access:https://doi.org/10.3762/bjoc.6.24
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spelling doaj-d40dfcc14e8e4214a054667716ba3f102021-02-02T00:50:49ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-03-01612410.3762/bjoc.6.241860-5397-6-24Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acidArne Homann0Riaz-ul Qamar1Sevnur Serim2Petra Dersch3Jürgen Seibel4University of Würzburg, Department of Organic Chemistry, Am Hubland, 97074 Würzburg, GermanyUniversity of Würzburg, Department of Organic Chemistry, Am Hubland, 97074 Würzburg, GermanyUniversity of Würzburg, Department of Organic Chemistry, Am Hubland, 97074 Würzburg, GermanyHelmholtz-Centre for Infection Research, Inhoffenstr. 7, 38124 Braunschweig, GermanyUniversity of Würzburg, Department of Organic Chemistry, Am Hubland, 97074 Würzburg, GermanySialic acids are located at the termini of mammalian cell-surface glycostructures, which participate in essential interaction processes including adhesion of pathogens prior to infection and immunogenicity. Here we present the synthesis and bioorthogonal metabolic incorporation of the sialic acid analogue N-(1-oxohex-5-ynyl)neuraminic acid (Neu5Hex) into the cell-surface glycocalyx of a human larynx carcinoma cell line (HEp-2) and its fluorescence labelling by click chemistry.https://doi.org/10.3762/bjoc.6.24bioorthogonal metabolic glycoengineeringclick chemistrysialic acid
collection DOAJ
language English
format Article
sources DOAJ
author Arne Homann
Riaz-ul Qamar
Sevnur Serim
Petra Dersch
Jürgen Seibel
spellingShingle Arne Homann
Riaz-ul Qamar
Sevnur Serim
Petra Dersch
Jürgen Seibel
Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acid
Beilstein Journal of Organic Chemistry
bioorthogonal metabolic glycoengineering
click chemistry
sialic acid
author_facet Arne Homann
Riaz-ul Qamar
Sevnur Serim
Petra Dersch
Jürgen Seibel
author_sort Arne Homann
title Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acid
title_short Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acid
title_full Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acid
title_fullStr Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acid
title_full_unstemmed Bioorthogonal metabolic glycoengineering of human larynx carcinoma (HEp-2) cells targeting sialic acid
title_sort bioorthogonal metabolic glycoengineering of human larynx carcinoma (hep-2) cells targeting sialic acid
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2010-03-01
description Sialic acids are located at the termini of mammalian cell-surface glycostructures, which participate in essential interaction processes including adhesion of pathogens prior to infection and immunogenicity. Here we present the synthesis and bioorthogonal metabolic incorporation of the sialic acid analogue N-(1-oxohex-5-ynyl)neuraminic acid (Neu5Hex) into the cell-surface glycocalyx of a human larynx carcinoma cell line (HEp-2) and its fluorescence labelling by click chemistry.
topic bioorthogonal metabolic glycoengineering
click chemistry
sialic acid
url https://doi.org/10.3762/bjoc.6.24
work_keys_str_mv AT arnehomann bioorthogonalmetabolicglycoengineeringofhumanlarynxcarcinomahep2cellstargetingsialicacid
AT riazulqamar bioorthogonalmetabolicglycoengineeringofhumanlarynxcarcinomahep2cellstargetingsialicacid
AT sevnurserim bioorthogonalmetabolicglycoengineeringofhumanlarynxcarcinomahep2cellstargetingsialicacid
AT petradersch bioorthogonalmetabolicglycoengineeringofhumanlarynxcarcinomahep2cellstargetingsialicacid
AT jurgenseibel bioorthogonalmetabolicglycoengineeringofhumanlarynxcarcinomahep2cellstargetingsialicacid
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