Elongation of theN-Acyl Side Chain of Sialic Acids in MDCK II Cells Inhibits Influenza A Virus Infection

Keppler, Oliver T.; Herrmann, M; Lieth, C.W. von der; Stehling, Peer; Reutter, Werner; Pawlita, Michael

doi:10.1006/bbrc.1998.9650

Cited by 45 publications

(45 citation statements)

References 21 publications

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“…When MDCKII cells were grown by Keppler et al (23) with these N-substituted precursors, the incorporation of the modified sialic acid ranged between 18 and 35% of total cell sialic acids. Treatment of MDCKII cells with ManNProp decreased influenza A virus infection of the cells by 60%, whereas ManNPent pretreatment decreased it by 80% (23). In the present study, incorporation of ManNPent and ManNProp also reduced COM crystal adhesion (Figure 8).…”

Section: Discussionsupporting

confidence: 59%

“…Synthetic D-mannosamine analogues with elongated aliphatic N-acyl groups can act as precursors of biosynthetically modified sialic acids (23). In tissue culture, as well as in vivo, these compounds are taken up by cells without apparent toxicity and are efficiently processed by the sialic acid biosynthetic pathway (23).…”

Section: Discussionmentioning

confidence: 99%

“…In tissue culture, as well as in vivo, these compounds are taken up by cells without apparent toxicity and are efficiently processed by the sialic acid biosynthetic pathway (23). When MDCKII cells were grown by Keppler et al (23) with these N-substituted precursors, the incorporation of the modified sialic acid ranged between 18 and 35% of total cell sialic acids.…”

Section: Discussionmentioning

confidence: 99%

“…Synthetic D-mannosamine analogues with elongated aliphatic Nacyl groups can act as precursors for biosynthetically modified sialic acids (23). N-proponyl (ManNProp) and N-pentonyl D-mannosamine (ManNPent) were synthesized at Frieie Universität Berlin (R.H.); N-acetyl D-mannosamine (ManNAc) was purchased from Sigma Chemical Co. (St. Louis, MO).…”

Section: Sialic Acid Precursor Analoguesmentioning

confidence: 99%

“…N-proponyl (ManNProp) and N-pentonyl D-mannosamine (ManNPent) were synthesized at Frieie Universität Berlin (R.H.); N-acetyl D-mannosamine (ManNAc) was purchased from Sigma Chemical Co. (St. Louis, MO). Each sialic acid precursor (5 mM) was added to the culture medium at the time MDCKI cells were plated in DMEM that contained 10% calf serum (23). Two days after plating, the medium was replaced with fresh DMEM that contained 10% calf serum and the same precursor.…”

Section: Sialic Acid Precursor Analoguesmentioning

confidence: 99%

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Modulation of Proliferating Renal Epithelial Cell Affinity for Calcium Oxalate Monohydrate Crystals

Farell¹,

Huang

Kim

et al. 2004

Journal of the American Society of Nephrology

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Abstract. Adhesion of urinary crystals to distal tubular cells could be a critical event that triggers a cascade of responses ending in kidney stone formation. Monolayer cultures of distal nephronderived MDCKI cells were used as a model to study crystal-cell interactions. COM crystal adhesion reached a peak 2 d after plating and progressively fell thereafter. The decline in crystal binding was accelerated by prostaglandin E 2 (PGE 2 ) supplementation and delayed by blockade of PG production. Crystals avidly adhered to cells that migrated in to repair a scrape wound made in the monolayer and after a transient hypoglycemic insult. Exposure of MDCKI cells to uric acid crystals and soluble uric acid was also associated with increased crystal adhesion. Treatment of physically or hypoglycemically injured cells with trypsin or neuraminidase reduced crystal binding to baseline levels, suggesting that increased exposure of cell surface glycoproteins mediated the effect, whereas PGE 2 treatment blunted crystal binding to regenerating cells. Furthermore, when cells were grown in the presence of synthetic D-mannosamine analogues that can modify the conformation of cell surface sialoglycoconjugates, crystal binding to proliferating cells was decreased, whereas blockade of N-

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Section: Discussionsupporting

confidence: 59%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Sialic Acid Precursor Analoguesmentioning

confidence: 99%

Section: Sialic Acid Precursor Analoguesmentioning

confidence: 99%

See 3 more Smart Citations

Modulation of Proliferating Renal Epithelial Cell Affinity for Calcium Oxalate Monohydrate Crystals

Farell¹,

Huang

Kim

et al. 2004

Journal of the American Society of Nephrology

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Glycoengineering of Cell Surface Sialic Acid and Its Application to Cancer Immunotherapy

Guo

2008

Carbohydrate‐Based Vaccines and Immunotherapies

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Metabolisches Glykoengineering mit N‐Acyl‐Seiten‐ ketten‐modifizierten Mannosaminen

2016

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Beim metabolischen Glykoengineering (MGE) werden Zellen und Tiere mit nichtnatürlichen Derivaten von Monosacchariden behandelt. Diese werden nach ihrer Aufnahme ins Zytosol metabolisiert und anschließend auf neusynthetisierten Glykokonjugaten exprimiert. MGE wurde zuerst für sialylierte Glykane realisiert, mit N‐Acyl‐modifizierten Mannosaminen als Vorstufen für nichtnatürliche Sialinsäuren. Voraussetzung ist die Promiskuität der Enzyme des Roseman‐Warren‐Biosyntheseweges. Diese tolerieren spezifische Modifikationen der N‐Acyl‐Seitenkette von Mannosaminderivaten, z. B. Elongation mit Methylen‐Gruppen (aliphatische Modifikationen) oder Einfügen reaktiver Gruppen (bioorthogonale Modifikationen). Nichtnatürliche Sialinsäuren werden in Glykokonjugate von Zellen und Organen integriert. MGE hat faszinierende biologische Konsequenzen für die behandelten Zellen (aliphatisches MGE) und ermöglicht die Visualisierung der Topographie und Dynamik der sialylierten Glykane in vitro, ex vivo und in vivo (bioorthogonales MGE).

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Elongation of theN-Acyl Side Chain of Sialic Acids in MDCK II Cells Inhibits Influenza A Virus Infection

Cited by 45 publications

References 21 publications

Modulation of Proliferating Renal Epithelial Cell Affinity for Calcium Oxalate Monohydrate Crystals

Modulation of Proliferating Renal Epithelial Cell Affinity for Calcium Oxalate Monohydrate Crystals

Glycoengineering of Cell Surface Sialic Acid and Its Application to Cancer Immunotherapy

Metabolisches Glykoengineering mit N‐Acyl‐Seiten‐ ketten‐modifizierten Mannosaminen

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