Deciphering glycan linkages involved in Jurkat cell interactions with gold-coated nanofibers via sugar-displayed thiols

Jian Du; Pao Lin Che; Udayanath Aich; Elaine Tan; Hyo Jun Kim; Srinivasa Gopalan Sampathkumar; Kevin J. Yarema

doi:10.1016/j.bmcl.2011.05.044

Deciphering glycan linkages involved in Jurkat cell interactions with gold-coated nanofibers via sugar-displayed thiols

Jian Du, Pao Lin Che, Udayanath Aich, Elaine Tan, Hyo Jun Kim, Srinivasa Gopalan Sampathkumar, Kevin J. Yarema

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

Metabolic oligosaccharide engineering (MOE) provides a method to install novel chemical functional groups into the glycocalyx of living cells. In this Letter we use this technology to compare the impact of replacing natural sialic acid, GalNAc, and GlcNAc with their thiol-bearing counterparts in Jurkat and HL-60 cells. When incubated in the presence of gold-coated nanofibers, only Jurkat cells incubated with Ac ₅ManNTGc - an analogue that installs thiols into sialosides - experienced a distinctive 'spreading' morphology. The comparison of Ac ₅ManNTGc with Ac ₅GalNTGc and Ac ₅GlcNTGc in the two cell lines implicated sialosides of N-linked glycans as critical molecular mediators of the unusual responses evoked in the Jurkat line.

Original language	English (US)
Pages (from-to)	4980-4984
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	21
Issue number	17
DOIs	https://doi.org/10.1016/j.bmcl.2011.05.044
State	Published - Sep 1 2011
Externally published	Yes

Keywords

3D cell culture
Metabolic oligosaccharide engineering
N-Acetylgalactosamine
N-Acetylglucososamine
Sialic acid

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2011.05.044

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title = "Deciphering glycan linkages involved in Jurkat cell interactions with gold-coated nanofibers via sugar-displayed thiols",

abstract = "Metabolic oligosaccharide engineering (MOE) provides a method to install novel chemical functional groups into the glycocalyx of living cells. In this Letter we use this technology to compare the impact of replacing natural sialic acid, GalNAc, and GlcNAc with their thiol-bearing counterparts in Jurkat and HL-60 cells. When incubated in the presence of gold-coated nanofibers, only Jurkat cells incubated with Ac 5ManNTGc - an analogue that installs thiols into sialosides - experienced a distinctive 'spreading' morphology. The comparison of Ac 5ManNTGc with Ac 5GalNTGc and Ac 5GlcNTGc in the two cell lines implicated sialosides of N-linked glycans as critical molecular mediators of the unusual responses evoked in the Jurkat line.",

keywords = "3D cell culture, Metabolic oligosaccharide engineering, N-Acetylgalactosamine, N-Acetylglucososamine, Sialic acid",

author = "Jian Du and Che, {Pao Lin} and Udayanath Aich and Elaine Tan and Kim, {Hyo Jun} and Sampathkumar, {Srinivasa Gopalan} and Yarema, {Kevin J.}",

note = "Funding Information: Funding for this study was provided by the National Institutes of Health (NIBIB, EB005692-04 ) and S.G.S. thanks the Department of Biotechnology (DBT), Government of India for the Ramalingaswami Fellowship. ",

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doi = "10.1016/j.bmcl.2011.05.044",

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AU - Du, Jian

AU - Che, Pao Lin

AU - Aich, Udayanath

AU - Tan, Elaine

AU - Kim, Hyo Jun

AU - Sampathkumar, Srinivasa Gopalan

AU - Yarema, Kevin J.

N1 - Funding Information: Funding for this study was provided by the National Institutes of Health (NIBIB, EB005692-04 ) and S.G.S. thanks the Department of Biotechnology (DBT), Government of India for the Ramalingaswami Fellowship.

PY - 2011/9/1

Y1 - 2011/9/1

N2 - Metabolic oligosaccharide engineering (MOE) provides a method to install novel chemical functional groups into the glycocalyx of living cells. In this Letter we use this technology to compare the impact of replacing natural sialic acid, GalNAc, and GlcNAc with their thiol-bearing counterparts in Jurkat and HL-60 cells. When incubated in the presence of gold-coated nanofibers, only Jurkat cells incubated with Ac 5ManNTGc - an analogue that installs thiols into sialosides - experienced a distinctive 'spreading' morphology. The comparison of Ac 5ManNTGc with Ac 5GalNTGc and Ac 5GlcNTGc in the two cell lines implicated sialosides of N-linked glycans as critical molecular mediators of the unusual responses evoked in the Jurkat line.

AB - Metabolic oligosaccharide engineering (MOE) provides a method to install novel chemical functional groups into the glycocalyx of living cells. In this Letter we use this technology to compare the impact of replacing natural sialic acid, GalNAc, and GlcNAc with their thiol-bearing counterparts in Jurkat and HL-60 cells. When incubated in the presence of gold-coated nanofibers, only Jurkat cells incubated with Ac 5ManNTGc - an analogue that installs thiols into sialosides - experienced a distinctive 'spreading' morphology. The comparison of Ac 5ManNTGc with Ac 5GalNTGc and Ac 5GlcNTGc in the two cell lines implicated sialosides of N-linked glycans as critical molecular mediators of the unusual responses evoked in the Jurkat line.

KW - 3D cell culture

KW - Metabolic oligosaccharide engineering

KW - N-Acetylgalactosamine

KW - N-Acetylglucososamine

KW - Sialic acid

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Deciphering glycan linkages involved in Jurkat cell interactions with gold-coated nanofibers via sugar-displayed thiols

Abstract

Keywords

ASJC Scopus subject areas

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